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GB1069735A - Process for the production of water-soluble or water-swellable surface-active reaction products - Google Patents

Process for the production of water-soluble or water-swellable surface-active reaction products

Info

Publication number
GB1069735A
GB1069735A GB40558/64A GB4055864A GB1069735A GB 1069735 A GB1069735 A GB 1069735A GB 40558/64 A GB40558/64 A GB 40558/64A GB 4055864 A GB4055864 A GB 4055864A GB 1069735 A GB1069735 A GB 1069735A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
water
polyethylene glycol
hydrocarbon radical
diisocyanate
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
Application number
GB40558/64A
Inventor
Erwin Windemuth
Wilhwlm Berlenbach
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1069735A publication Critical patent/GB1069735A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805—Compounds having only one group containing active hydrogen
    • 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
    • C09K23/16—Amines or polyamines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/088—Removal of water or carbon dioxide from the reaction mixture or reaction components
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/71—Monoisocyanates or monoisothiocyanates
    • 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
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2210/00—Compositions for preparing hydrogels
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2310/00—Agricultural use or equipment
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/042—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds between the nitrogen-containing monomer and an aldehyde or ketone
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/043—Mannich bases
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Textile Engineering (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

Surfactants suitable for emulsifying oils and petrol, and for the preparation of hand and face soaps, are prepared by reacting a dewatered polyethylene glycol ether containing at least 2 hydroxy groups and having a M. Wt. of at least 1000, with either (a) a mono-functional isocyanate having a hydrocarbon radical of more than 8 carbon atoms, or (b) a polyisocyanate and a monofunctional isocyanate, alcohol, mercaptan, amine or carboxylic acid having a hydrocarbon radical more than 8 carbon atoms, in such quantities that the hydrocarbon radical which contains more than 8 carbon atoms does not amount to more than 6% of the reaction product (see Division C3). In a typical Example (2), aqueous solutions of the reaction products of polyethylene glycol ether and tolylene diisocyanate with stearyl isocyanate and with myristyl isocyanate are used to produce heavy petrol and mineral oil emulsions respectively. In the same example a solid hand soap is produced by mixing the reaction product of polyethylene glycol ether, tolylene diisocyanate and stearyl isocyanate with talcum or betonite, quartz, an alkylaryl sulphonate and water.ALSO:Water-soluble surface-active compounds of formulae (a) R-Y-A-Y-R, (b) R-Y-(A-T)n-A-Y-R and (c) R-X-T-(A-T)n -X-R, wherein R is a hydrocarbon group having more than 8 carbon atoms, Y is -NHCO.O-, A is a polyethylene glycol ether chain, T is a diisocyanate residue, and X is -OCO.NH-, -S.CO-NH-, -NH.CO-NH-, >N.CO.NH- or -CO.NH-, n is 1-10, and the total amount of hydrocarbon radical which contains more than 8 carbon atoms is less than 6% by weight, are prepared by reacting a dewatered polyethylene glycol ether containing two hydroxyl groups and having a M.Wt. of at least 1000, with (a) a monofunctional isocyanate having a hydrocarbon radical containing more than 8 carbon atoms, (b) a diisocyanate having a hydrocarbon radical containing more than 8 carbon atoms, or (c) a diisocyanate and a monofunctional alcohol, mercaptan, phenol, or carboxylic acid or a primary or secondary monamine; in each case the NCO/active hydrogen ratio is 1:1. In a modification, the monoisocyanate used in (a) or the diisocyanate used in (b) or (c) may be partly or wholly replaced by a polyisocyanate.ALSO:A water-resistant coating for concrete, plaster, wood and paper is prepared by mixing the reaction product of polyethylene glycol, tolylene diisocyanate and myristyl alcohol with water, a latex of an acrylic acid butyl ester -acrylonitrile copolymer, and an aqueous dispersion of carbon black. (see Example 2).
GB40558/64A 1963-10-12 1964-10-05 Process for the production of water-soluble or water-swellable surface-active reaction products Expired GB1069735A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1795662A DE1795662C3 (en) 1963-10-12 1963-10-12 Process for the production of water-soluble or water-swellable surface-active addition products
DEF0040979 1963-10-12

Publications (1)

Publication Number Publication Date
GB1069735A true GB1069735A (en) 1967-05-24

Family

ID=25756121

Family Applications (1)

Application Number Title Priority Date Filing Date
GB40558/64A Expired GB1069735A (en) 1963-10-12 1964-10-05 Process for the production of water-soluble or water-swellable surface-active reaction products

Country Status (6)

Country Link
BE (1) BE654252A (en)
CH (2) CH580647A5 (en)
DE (2) DE1495749C3 (en)
GB (1) GB1069735A (en)
NL (1) NL149198B (en)
SE (1) SE308609B (en)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4079028A (en) * 1975-10-03 1978-03-14 Rohm And Haas Company Polyurethane thickeners in latex compositions
JPS5480349A (en) * 1977-12-06 1979-06-27 Rohm & Haas Polyurethane thickener for latex composition
US4180491A (en) 1976-12-01 1979-12-25 Rohm And Haas Company Nonionic polyurethane thickener with surfactant cothickener and organic diluent, clear concentrates, aqueous print pastes, coloring compositions, methods of making and printing
US4423201A (en) 1982-10-29 1983-12-27 Celanese Corporation Co-reactive urethane surfactants and stable aqueous epoxy dispersions
US4446256A (en) * 1982-07-30 1984-05-01 Celanese Corporation Epoxide resin aqueous dispersant comprising the reaction product of diisocyanate, diol and polyether glycol monoether
US4636326A (en) * 1984-12-12 1987-01-13 S. C. Johnson & Son, Inc. Thickener compositions for water-based hydraulic and metalworking fluid compositions
US4770804A (en) * 1985-09-07 1988-09-13 Bayer Aktiengesellschaft Thickening systems for high water based functional fluids and the high water based functional fluids containing these thickening systems
US4859743A (en) * 1988-06-22 1989-08-22 Ppg Industries, Inc. Urethane component for high solids coating compositions
WO1994028060A1 (en) * 1993-05-27 1994-12-08 Henkel Corporation Polymeric thickeners for aqueous compositions
US5728895A (en) * 1990-11-08 1998-03-17 Henkel Corporation Polymeric thickeners for aqueous compositions
US6002049A (en) * 1990-11-08 1999-12-14 Henkel Corporation Polymeric thickeners for aqueous compositions
US6107394A (en) * 1995-12-08 2000-08-22 Henkel Corporation Polymeric thickeners for aqueous compositions
US6649733B1 (en) 1993-05-27 2003-11-18 Cognis Corporation Polymeric thickeners for aqueous compositions
US8017686B2 (en) 2005-08-23 2011-09-13 Akzo Nobel Coating International B.V. Polyurethane dispersant resin
CN103421159A (en) * 2013-08-30 2013-12-04 常州大学 Reactive emulsifying agent and preparation method thereof
US20210284786A1 (en) * 2018-07-30 2021-09-16 Basf Se A flexible foam formulation and method of producing the same

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1524211A (en) * 1975-01-09 1978-09-06 British American Tobacco Co Smoking articles
DE3021293A1 (en) * 1980-06-06 1981-12-24 Basf Ag, 6700 Ludwigshafen METHOD FOR PRODUCING ELASTIC POLYURETHANE FOAMS
US5667727A (en) * 1995-06-26 1997-09-16 Baker Hughes Incorporated Polymer compositions for demulsifying crude oil

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4079028A (en) * 1975-10-03 1978-03-14 Rohm And Haas Company Polyurethane thickeners in latex compositions
US4180491A (en) 1976-12-01 1979-12-25 Rohm And Haas Company Nonionic polyurethane thickener with surfactant cothickener and organic diluent, clear concentrates, aqueous print pastes, coloring compositions, methods of making and printing
JPH0155292B2 (en) * 1977-12-06 1989-11-24 Rohm & Haas
JPS5480349A (en) * 1977-12-06 1979-06-27 Rohm & Haas Polyurethane thickener for latex composition
US4446256A (en) * 1982-07-30 1984-05-01 Celanese Corporation Epoxide resin aqueous dispersant comprising the reaction product of diisocyanate, diol and polyether glycol monoether
EP0110497A2 (en) * 1982-07-30 1984-06-13 INTEREZ, Inc. (a Georgia corporation) Epoxide resin aqueous dispersant containing urethane groups
EP0110497A3 (en) * 1982-07-30 1984-12-27 Celanese Corporation Epoxide resin aqueous dispersant containing urethane groups
US4423201A (en) 1982-10-29 1983-12-27 Celanese Corporation Co-reactive urethane surfactants and stable aqueous epoxy dispersions
US4636326A (en) * 1984-12-12 1987-01-13 S. C. Johnson & Son, Inc. Thickener compositions for water-based hydraulic and metalworking fluid compositions
US4770804A (en) * 1985-09-07 1988-09-13 Bayer Aktiengesellschaft Thickening systems for high water based functional fluids and the high water based functional fluids containing these thickening systems
US4859743A (en) * 1988-06-22 1989-08-22 Ppg Industries, Inc. Urethane component for high solids coating compositions
US5728895A (en) * 1990-11-08 1998-03-17 Henkel Corporation Polymeric thickeners for aqueous compositions
US6002049A (en) * 1990-11-08 1999-12-14 Henkel Corporation Polymeric thickeners for aqueous compositions
WO1994028060A1 (en) * 1993-05-27 1994-12-08 Henkel Corporation Polymeric thickeners for aqueous compositions
US6649733B1 (en) 1993-05-27 2003-11-18 Cognis Corporation Polymeric thickeners for aqueous compositions
US6107394A (en) * 1995-12-08 2000-08-22 Henkel Corporation Polymeric thickeners for aqueous compositions
US8017686B2 (en) 2005-08-23 2011-09-13 Akzo Nobel Coating International B.V. Polyurethane dispersant resin
CN103421159A (en) * 2013-08-30 2013-12-04 常州大学 Reactive emulsifying agent and preparation method thereof
US20210284786A1 (en) * 2018-07-30 2021-09-16 Basf Se A flexible foam formulation and method of producing the same

Also Published As

Publication number Publication date
DE1495749C3 (en) 1974-09-19
CH580647A5 (en) 1976-10-15
NL149198B (en) 1976-04-15
DE1495749B2 (en) 1974-02-14
DE1795662A1 (en) 1973-01-11
DE1795662C3 (en) 1975-01-30
DE1795662B2 (en) 1974-06-20
DE1495749A1 (en) 1969-06-04
NL6411798A (en) 1965-04-13
CH461813A (en) 1968-08-31
BE654252A (en) 1965-02-01
SE308609B (en) 1969-02-17

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