US1985687A - Oiling and dressing fibers - Google Patents
Oiling and dressing fibers Download PDFInfo
- Publication number
- US1985687A US1985687A US49541730A US1985687A US 1985687 A US1985687 A US 1985687A US 49541730 A US49541730 A US 49541730A US 1985687 A US1985687 A US 1985687A
- Authority
- US
- United States
- Prior art keywords
- amides
- esters
- fibers
- ester
- condensation product
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000835 fiber Substances 0.000 title description 38
- -1 carboxylic acids Chemical class 0.000 description 49
- 150000002148 esters Chemical class 0.000 description 40
- 150000001408 amides Chemical class 0.000 description 39
- 239000007859 condensation product Substances 0.000 description 37
- 239000002253 acid Substances 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 17
- 150000001412 amines Chemical class 0.000 description 15
- 238000004040 coloring Methods 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 125000001931 aliphatic group Chemical group 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 239000000839 emulsion Substances 0.000 description 10
- 235000021313 oleic acid Nutrition 0.000 description 10
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 9
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 9
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 9
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 9
- 239000005642 Oleic acid Substances 0.000 description 9
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 9
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 9
- 229960002969 oleic acid Drugs 0.000 description 9
- 150000007513 acids Chemical class 0.000 description 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-N monoethyl amine Natural products CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 6
- 239000000344 soap Substances 0.000 description 6
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
- 125000004429 atom Chemical group 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 210000002268 wool Anatomy 0.000 description 4
- 239000003513 alkali Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000009987 spinning Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000009950 felting Methods 0.000 description 2
- 208000014674 injury Diseases 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 235000019871 vegetable fat Nutrition 0.000 description 2
- KKFDCBRMNNSAAW-UHFFFAOYSA-N 2-(morpholin-4-yl)ethanol Chemical compound OCCN1CCOCC1 KKFDCBRMNNSAAW-UHFFFAOYSA-N 0.000 description 1
- HHPDFYDITNAMAM-UHFFFAOYSA-N 2-[cyclohexyl(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)C1CCCCC1 HHPDFYDITNAMAM-UHFFFAOYSA-N 0.000 description 1
- MWGATWIBSKHFMR-UHFFFAOYSA-N 2-anilinoethanol Chemical compound OCCNC1=CC=CC=C1 MWGATWIBSKHFMR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N monoethanolamine hydrochloride Natural products NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 239000008041 oiling agent Substances 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 150000002889 oleic acids Chemical class 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000015047 pilsener Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/0036—Dyeing and sizing in one process
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B13/00—Preparation of cellulose ether-esters
- C08B13/02—Cellulose ether xanthates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B9/00—Cellulose xanthate; Viscose
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
- D01F2/24—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives
- D01F2/28—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives from organic cellulose esters or ethers, e.g. cellulose acetate
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01G—PRELIMINARY TREATMENT OF FIBRES, e.g. FOR SPINNING
- D01G29/00—Arrangements for lubricating fibres, e.g. in gill boxes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/368—Hydroxyalkylamines; Derivatives thereof, e.g. Kritchevsky bases
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
- D06M15/03—Polysaccharides or derivatives thereof
- D06M15/05—Cellulose or derivatives thereof
- D06M15/09—Cellulose ethers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2938—Coating on discrete and individual rods, strands or filaments
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31725—Of polyamide
Definitions
- the present invention relates to oiling and dressing fibers.
- alkylol amines may be mentioned mono-, diand tri-ethanolamine, propanolamine, hydroxyethylaniline, cyclohexyl diethanolamine, monoethanol ethylenetetramine or acid amides thereof, hydroxyethyl morpholine and the conversion products of these amines with aldehydes, such as from acetaldehyde and mono-. ethanol amine oleic ester or mixtures of these amines.
- acids as suitable acids .more side chains of aliphatic or cycloaliphatic nature, sulphonic acids of cycloaliphatic-aromatic or heterocyclic substances and the like such as itlliiose of tetrahydronaphthalene, pyridine and the
- the condensation products of the alkylol, amines with the acids specified may be esters or amides'or, when a suificient quantity of acid has been employed they may be ester amides in which the hydroxyl as well as the amino group of the alkylol amine employed is esterified and respectively amidated as is explained in applicants copending application Serial No. 340,015 filed February 14, 1929.
- one or more radicles of other organic or inorganic acids of low molecular weight may be present in the esters, amides or ester-amides and/or may form salts of the condensation'' products.
- the said substances which have an oily to fatty character, may be employed either as such or in the emulsified form, for example in the form of aqueous emulsions containing from 2 to 30 per cent of the condensation products, which may be incorporated with compatible emulsifying agents, i. e. those of oily or fatty nature, as for example soaps, Turkey red oils of any type, protective colloids and the like.
- compatible emulsifying agents i. e. those of oily or fatty nature, as for example soaps, Turkey red oils of any type, protective colloids and the like.
- other additions such as oiling additions, such as olive oil, olein or mineral oils and/or organic solvents and diluents, may be madeto alter the viscosity or to improve the emulsability.
- the advantage of employing the said condensation products lies in the fact that the said esters, amides or ester-amides are capable of forming'water-soluble' saltswith acids, so that withwithout the employment of soaps and alkalies.
- Example 1 100 parts of loose wool are sprayed with 3 parts of a condensation product from mono-hydroxy-
- Example 2 106 parts of wool are sprayed with 5 parts of the ester prepared from 1 molecular proportion of tri-hydroxyethyl amine with 1 molecular pro portion each of oleic acid and oleic acid sulphonic acid employed.
- the process of oiling and dressing fibers which comprises treating fibers with an aqueous emulsion of a non-colouring condensation product of an alkylol amine withan aliphatic carboxylic acid containing at least '7' carbon atoms,
- condensation-product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
- said condensatio product being selected from the class consistin 0t amides, esters, ester amides and salts ofamides, esters and ester amides.
- condensation product being selected from the class consisting of amides, esters, ester amides and -s'al'tsof amides, esters and ester amides.
- the process of oiling and dressing fibers which comprises treating fibers with an aqueous emulsion of a non-colouring condensation product of ,a hydroxy'ethyl amine with oleic acid, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
- the process of oiling and dressing fibers which comprises treating fibers with a non-colouring condensation product of an alkylol amine with an aliphatic acid containing at least 7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
- the process of oiling and dressing fibers which comprises treating fibers with an aqueous emulsion of a non-colouring condensation product of an alkylol amine with .an aliphatic acid containing at least '7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
- condensation product being selected from the class consisting of amides, esters, ester amides and salts of. amides, esters and ester amides.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Patented Dec. 25, 1934 UNITED STAT onine AND DRESSING FIBERS Joseph Nncsslein and Heinrich Ulrich, Ludwlgshafen on the Rhine,
Germany, assignors to I. G. Farbenindustrie Aktiengesellschaft, Frankfort-on-the-Main, Germany No Drawing.
Application November 13, 1930,
Serial No. 495,417. In Germany November 18,
21 Claims.
The present invention relates to oiling and dressing fibers.
Hitherto either fats, oils or acids of fats or mineral oils or mixtures of these agents have been employed for the oiling of fibers in the preparatory operations for spinning and similar mechanical operations for the manufacture and production of textiles. Soap solutions are also used for many purposes. In order to produce results free from objection and to avoid difliculties during the improving process, it is necessary to remove the oils from-the materials again by saponification or emulsification while employing washing agents, chiefly soaps. In .most cases alkalies are also used. This process saves a series of dangers especially for the treatment of wool but injury to the fibers-by alkali is easily possible. Hard water readily forms calcium soaps with the soaps employed or formed during the saponification, and soap residues stubbornly retained by the fibers may giverise to injury when dyeing or carboniz- We have now found that the objections of oiling and dressing with the said agents are avoided and a much more efficient and, for many purposes, more suitable impregnation is effected by treating. the fibrousmaterial before mechanically working it, especially before spinning, with non-coloring condensation products, i. e. esters, amides or ester-amides, or salts thereof, of alkylolamines with high molecular organic acids, such as carboxylic acids, containing at least '7 carbon atoms,
sulphonic acids'or sulphonated carboxylic acids. As examples of suitable alkylol amines may be mentioned mono-, diand tri-ethanolamine, propanolamine, hydroxyethylaniline, cyclohexyl diethanolamine, monoethanol ethylenetetramine or acid amides thereof, hydroxyethyl morpholine and the conversion products of these amines with aldehydes, such as from acetaldehyde and mono-. ethanol amine oleic ester or mixtures of these amines. As suitable acids .more side chains of aliphatic or cycloaliphatic nature, sulphonic acids of cycloaliphatic-aromatic or heterocyclic substances and the like such as itlliiose of tetrahydronaphthalene, pyridine and the The condensation products of the alkylol, amines with the acids specified may be esters or amides'or, when a suificient quantity of acid has been employed they may be ester amides in which the hydroxyl as well as the amino group of the alkylol amine employed is esterified and respectively amidated as is explained in applicants copending application Serial No. 340,015 filed February 14, 1929.
In addition to the acid radicles hereinbefore specified, one or more radicles of other organic or inorganic acids of low molecular weight, as for example sulphuric acid, hydrochloric acid, tartaric acid, glycolic acid, and the like may be present in the esters, amides or ester-amides and/or may form salts of the condensation'' products.
The said substances, which have an oily to fatty character, may be employed either as such or in the emulsified form, for example in the form of aqueous emulsions containing from 2 to 30 per cent of the condensation products, which may be incorporated with compatible emulsifying agents, i. e. those of oily or fatty nature, as for example soaps, Turkey red oils of any type, protective colloids and the like. Moreover, other additions, such as oiling additions, such as olive oil, olein or mineral oils and/or organic solvents and diluents, may be madeto alter the viscosity or to improve the emulsability.
The advantage of employing the said condensation products lies in the fact that the said esters, amides or ester-amides are capable of forming'water-soluble' saltswith acids, so that withwithout the employment of soaps and alkalies.
They produce thereby anintensive foam and have themselves a considerable washing action in acid solutions, so that mixtures of the substances hereinbefore described with fatty oils, oleic acids or mineral oils and the like, may also be employed for greasing.
The following examples will further illustrate the nature of this invention, but the invention is not restricted to these examples. The parts are by weight.
Example 1 100 parts of loose wool are sprayed with 3 parts of a condensation product from mono-hydroxy- Example 2 106 parts of wool are sprayed with 5 parts of the ester prepared from 1 molecular proportion of tri-hydroxyethyl amine with 1 molecular pro portion each of oleic acid and oleic acid sulphonic acid employed.
acid, and are worked up in the manner usually employed for felting in the hatindustry. A spe-. cial washing is not necessary because during the acid felting process the condensation product employed is removed from the fibers by the sulphuric Examplet" 100 parts of rags of wool or cotton or of a mix ture of both are sprayed with 10.parts of an esteramide prepared from 1 molecular proportion of mono-hydroxy ethyl ethylene-tetramine and 2 molecular proportions of oleic acid; they may then be torn and further worked up in the usual manner for spinning which latter process is rendered very easy and-furnishes a very good yarn. .Whatweclaimis;
- 1. As new articles of manufacture fibers having a coating of an amide of a hydroxy ethyl amine with oleic-acid.
2. The process of oiling and dressing fibers,-
' which comprises treating fibers with a non-cob ouring condensation product of an alkylol-amine withan aliphatic carboxylic'acid containing at least learbon atoms, said condensation product being selected from the class consisting ofamides,
esters, ester amides and salts of amides, esters and ester amides.
- 3. The process of oiling and dressing fibers, which comprises treating fibers with an aqueous emulsion of a non-colouring condensation product of an alkylol amine withan aliphatic carboxylic acid containing at least '7' carbon atoms,
, said condensation-product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
4. The process' of oiling and dressing fibers,
which comprisestreating fibers with an aqueous emulsion of a non-colouring condensation product of an alkylol amine with an aliphatic sulphonic acid containing at least 7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
5,-The process of oiling and dressing fibers, which'comprises treating fibers with an aqueous emulsion of, a non-coloring condensation product of an alkylol amine with an aliphatic sulphonated carbox'ylic acid containing at least '7 carbon atoms,
said condensatio productbeing selected from the class consistin 0t amides, esters, ester amides and salts ofamides, esters and ester amides.
6.-The process of oiling and dressing fibers, which comprises treating fibers with an aqueous emulsion of anon-colouring condensation product of a hydroxy ethyl amine with a carboxylic acid containing .at least.'7 carbon atoms, of the type of the fatty acids of vegetable oils and fats,
said condensation product being selected from the class consisting of amides, esters, ester amides and -s'al'tsof amides, esters and ester amides.
'7.- 'Tlie'lprocess- ,offioiling and dressing .fibers, which comprises treating fibers with an aqueous emulsion of anon-colouring condensation product of a hydroxy ethyl amine with a carboxylic acid -containingat least '7 carbon atoms, of the type' of the fattyacidsofvegetable pils.and fats and with "an aliphatic sulphonic acidcontaining atleast '7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides. '8. The process of oiling and dressing fibers, which comprises treating fibers with an aqueous emulsion of a non-colouring condensation product of ,a hydroxy'ethyl amine with oleic acid, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
9. The process of oiling and dressing fibers, which comprises treating fibers with an' aqueous emulsion of an amide of a hydroxy ethyl amine with oleic acid.
10. The process of oiling and dressing fibers, v
which comprises treating fibers with an aqueous emulsion ofan ester amide of a hydroxy ethyl amin in which'ester amide the hydroxy group of the original hydroxyethyl amine is esterified with. oleic acid, and a hydrogen atom connected to the nitrogen atom of the original hydroxyethyl amine is substituted by an aliphatic sulphonic radicle-containing at least '7 carbon atoms.
11. The process of oiling and dressing fibers which comprises treating fibers with a non-colouring condensation product of an alkylol amine with an aliphatic acid containing at least 7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
12. The process of oiling and dressing fibers which comprises treating fibers with an aqueous emulsion of a non-colouring condensation product of an alkylol amine with .an aliphatic acid containing at least '7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
13. As new articles of manufacture fibers having a coating of a non-colouringcondensation product of an alkylol amine with an aliphatic acid containing at least '7 carbon atoms, said condensation product being selected-from the class consisting of amides, esters, esteramides and salts of amides, esters and ester amides.
. 14. As new articles of manufacture fibers having a coating of a non-colouring condensation product of an alkylol amine with an aliphatic acid containing at least '7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts amides, and of another of amides, esters and ester oiling agent. v
15. As new articles of manufacture fibers having a coating of a non-colouringcondensation product of an alkylol amine with'an aliphatic carboxylic acid containing at least '7 carbon atoms,
said condensation product being selected from the class consisting of amides, esters, ester amides and salts of. amides, esters and ester amides.
16. As new articles of manufacture fibers having a coating of a non-colouring condensation product of an alkylol amine with ana'liphatic sul phonic ing a coating of boxylic acid containing at isomer acid containing a least '1 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
17. As new articles of manufacture fibers having a coating of a nonrcolouring condensation product of an alkylol amine with an aliphatic sulphonated carboxylic acid containing at least- 7 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
18. As new articles of manufacture fibers havanon-colouring condensation product of a hydroxyethyl amine with a carleast 'Tcarbon atoms. obtainable from vegetable oils and fats, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides. e 19. As new articles of manufacture fibers having a coating of a non-colouring condensation product of a hydroxyethyl amine with a carboxylic '7 carbon atoms, obtainacid containing at least able from-vegetable oils and fats, and with an aliphatic sulphonic acid containing atleast '1 carbon atoms, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
-20. As new articles or manufacture fibers having a coating of a non-colouring condensation product of a hydroxyethyl amine with oleic acid, said condensation product being selected from the class consisting of amides, esters, ester amides and salts of amides, esters and ester amides.
21. As new articles of manufacture fibers having a. coating or an ester amide of a hydroxyethyl amine, in which ester amide the hydroxy group of the original hydroxyethyl amine is esterifled with oleic acid, and a hSdrogen atom connected to'the nitrogen atom of the original hydroxyethyl amine is substituted by an aliphatic sulphonic radicle containing at least 7 carbon 20' atoms.
' JOSEPH NUESSLEIN.
HEINRICH ULRICH.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI39848D DE621396C (en) | 1929-11-18 | 1929-11-18 | Process for preparing staple fibers for further textile processing by oils |
| GB157630A GB341710A (en) | 1929-11-18 | 1930-01-16 | Improvements in oiling and dressing fibres for spinning |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1985687A true US1985687A (en) | 1934-12-25 |
Family
ID=25981611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US49541730 Expired - Lifetime US1985687A (en) | 1929-11-18 | 1930-11-13 | Oiling and dressing fibers |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US1985687A (en) |
| BE (1) | BE374885A (en) |
| DE (1) | DE621396C (en) |
| FR (1) | FR705405A (en) |
| GB (1) | GB341710A (en) |
| NL (3) | NL25980C (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2436979A (en) * | 1944-07-26 | 1948-03-02 | Ind Rayon Corp | Tire cord and method of manufacture |
| US2481585A (en) * | 1945-09-17 | 1949-09-13 | Michael W Freeman | Lubricating oil composition |
| US2496631A (en) * | 1946-07-08 | 1950-02-07 | Nopco Chem Co | Wool treatment |
| US2576896A (en) * | 1946-06-28 | 1951-11-27 | Ciba Ltd | Compositions of matter for producing a softening effect on textiles |
| US2892854A (en) * | 1954-09-29 | 1959-06-30 | Tidewater Oil Company | Hydraulic fluid and its preparation |
| US3542678A (en) * | 1968-03-13 | 1970-11-24 | Lubrizol Corp | Lubricant and fuel compositions containing esters |
| US4208293A (en) * | 1978-11-13 | 1980-06-17 | Ethyl Corporation | Improved crankcase lubricant composition |
| US4439336A (en) * | 1978-11-13 | 1984-03-27 | Ethyl Corporation | Lubricant composition containing mixed fatty acid ester and amide of diethanolamine |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE740539C (en) * | 1938-05-13 | 1943-10-29 | Ig Farbenindustrie Ag | Treatment of fibers |
| DE748836C (en) * | 1941-06-07 | 1944-11-11 | Ig Farbenindustrie Ag | Melting agent for wool |
| DE2513690C3 (en) * | 1975-03-27 | 1980-10-16 | Bayer Ag, 5090 Leverkusen | Use of straight-chain alkyl sulfonic acid ethanol amides and alkyl sulfonic acid isopropanol amides as emulsifiers |
-
0
- NL NL54006D patent/NL54006C/xx active
- NL NL28597D patent/NL28597C/xx active
- BE BE374885D patent/BE374885A/xx unknown
- NL NL25980D patent/NL25980C/xx active
-
1929
- 1929-11-18 DE DEI39848D patent/DE621396C/en not_active Expired
-
1930
- 1930-01-16 GB GB157630A patent/GB341710A/en not_active Expired
- 1930-11-13 US US49541730 patent/US1985687A/en not_active Expired - Lifetime
- 1930-11-13 FR FR705405D patent/FR705405A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2436979A (en) * | 1944-07-26 | 1948-03-02 | Ind Rayon Corp | Tire cord and method of manufacture |
| US2481585A (en) * | 1945-09-17 | 1949-09-13 | Michael W Freeman | Lubricating oil composition |
| US2576896A (en) * | 1946-06-28 | 1951-11-27 | Ciba Ltd | Compositions of matter for producing a softening effect on textiles |
| US2496631A (en) * | 1946-07-08 | 1950-02-07 | Nopco Chem Co | Wool treatment |
| US2892854A (en) * | 1954-09-29 | 1959-06-30 | Tidewater Oil Company | Hydraulic fluid and its preparation |
| US3542678A (en) * | 1968-03-13 | 1970-11-24 | Lubrizol Corp | Lubricant and fuel compositions containing esters |
| US4208293A (en) * | 1978-11-13 | 1980-06-17 | Ethyl Corporation | Improved crankcase lubricant composition |
| US4439336A (en) * | 1978-11-13 | 1984-03-27 | Ethyl Corporation | Lubricant composition containing mixed fatty acid ester and amide of diethanolamine |
Also Published As
| Publication number | Publication date |
|---|---|
| DE621396C (en) | 1935-11-07 |
| BE374885A (en) | 1900-01-01 |
| GB341710A (en) | 1931-01-22 |
| FR705405A (en) | 1931-06-06 |
| NL54006C (en) | 1900-01-01 |
| NL28597C (en) | 1900-01-01 |
| NL25980C (en) | 1900-01-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2085706A (en) | Derivatives of carboxylic acid amides | |
| US1985687A (en) | Oiling and dressing fibers | |
| US2047069A (en) | Amides | |
| US2730498A (en) | Textile lubricants | |
| GB524847A (en) | Improvements in or relating to oil compositions | |
| US2329086A (en) | Sulphonated amides and process of producing same | |
| US3057676A (en) | Dry-cleaning composition and process | |
| US2206928A (en) | Production of condensation products | |
| US2294259A (en) | Capillary-active agent | |
| US2404240A (en) | Composition for conditioning thread | |
| US2496631A (en) | Wool treatment | |
| US2491478A (en) | Polyalcohol-fatty acid-aliphatic amine combinations useful as textile assistants andprocess of producing the same | |
| US1968795A (en) | Wetting agent | |
| US2051389A (en) | Fulling fabrics | |
| US1826900A (en) | Process of producing emulsions | |
| US2040997A (en) | Esters of boric acid | |
| US2139276A (en) | Emulsifying and treating agents | |
| US2303366A (en) | Amide | |
| US2388154A (en) | Amides | |
| US2684311A (en) | Process for lubricating regenerated cellulose yarns | |
| US2151952A (en) | Lubricating textile fibers and the like and product | |
| US2063934A (en) | Production of assistants for the textile and related industries | |
| US2055588A (en) | Yarn wetting agent | |
| US2765324A (en) | Surface active polycarbamates | |
| US2164235A (en) | Treating textiles and oils therefor |