GB1435540A - Curable solventless composition - Google Patents
Curable solventless compositionInfo
- Publication number
- GB1435540A GB1435540A GB3084873A GB3084873A GB1435540A GB 1435540 A GB1435540 A GB 1435540A GB 3084873 A GB3084873 A GB 3084873A GB 3084873 A GB3084873 A GB 3084873A GB 1435540 A GB1435540 A GB 1435540A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bisphenol
- phenol
- hardening agent
- compositions
- beta
- 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
Links
- 239000000203 mixture Substances 0.000 title abstract 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 6
- 239000003795 chemical substances by application Substances 0.000 abstract 5
- 229940106691 bisphenol a Drugs 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- 239000005011 phenolic resin Substances 0.000 abstract 4
- 239000000049 pigment Substances 0.000 abstract 4
- 229920000647 polyepoxide Polymers 0.000 abstract 4
- 229910052782 aluminium Inorganic materials 0.000 abstract 3
- 239000013522 chelant Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000000976 ink Substances 0.000 abstract 3
- 229920001568 phenolic resin Polymers 0.000 abstract 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 abstract 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 2
- 229910052796 boron Inorganic materials 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- -1 o-hydroxyphenol carbonyl compound Chemical class 0.000 abstract 2
- 229910052718 tin Inorganic materials 0.000 abstract 2
- 229910052719 titanium Inorganic materials 0.000 abstract 2
- 229910052725 zinc Inorganic materials 0.000 abstract 2
- RQQYPGZACLPRDX-UHFFFAOYSA-N 4-butyl-2,6-dimethylphenol Chemical compound CCCCC1=CC(C)=C(O)C(C)=C1 RQQYPGZACLPRDX-UHFFFAOYSA-N 0.000 abstract 1
- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 abstract 1
- 239000006096 absorbing agent Substances 0.000 abstract 1
- 125000005595 acetylacetonate group Chemical group 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000004718 beta keto acids Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 229910052804 chromium Inorganic materials 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 239000003822 epoxy resin Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000012764 mineral filler Substances 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 229920003986 novolac Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes
- B01J31/1658—Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
- B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/069—Aluminium compounds without C-aluminium linkages
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
- C08G59/70—Chelates
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/20—Complexes comprising metals of Group II (IIA or IIB) as the central metal
- B01J2531/26—Zinc
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/30—Complexes comprising metals of Group III (IIIA or IIIB) as the central metal
- B01J2531/31—Aluminium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
- B01J2531/42—Tin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
- B01J2531/46—Titanium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
- B01J2531/62—Chromium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/842—Iron
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epoxy Resins (AREA)
Abstract
1435540 Curing epoxy resins; modified phenolic resins McCALL CORP 28 June 1973 [6 July 1972 1 June 1973] 30848/73 Headings C3B and C3R [Also in Divisions B1 and C2] Curable solventless compositions comprise a polyepoxide, a polyhydric phenol hardening agent and a catalyst which is the product of a separate reaction between a chelate of a multivalent metal or boron and a dihydric phenol (other than those having two hydroxy groups on a single aromatic ring) or a polyhydric phenol-novolac resin, wherein at least one chelate group is reacted with at least one hydroxyl group of the phenol or phenolic resin. Suitably, the compositions are ink compositions further containing a pigment and curable in from 0À3 to 30 sees. on application to a surface and exposure to a temperature of 250-400‹ F. The polyhydric phenol hardening agent may be the same as the phenolic component of the catalyst, e.g. bisphenol-A or 2,6-dimethylol- 4-hydrocarbylphenols and their condensation products. The chelate component is suitably an ester of a beta-keto acid, a beta-diketone, o-hydroxyphenol carbonyl compound or an amide of a beta-diketone with boron or Zn, Fe, Al, Ti, Sn or Cr. The acetyl acetonates of Zn, Fe, Al, Ti or Sn are most suitable. Many suitable polyepoxide components and pigments are specified and the compositions may also contain mineral fillers, conventional rub compounds and ultraviolet absorbers. Suitably the inks contain 40-95% polyepoxide monomer, 1-50% hardening agent, 5-20% diluent, 5-25% pigment, 1-10% rub compounds and 2-15% catalyst. The examples describe ink compositions using catalysts which are the reaction products of aluminium acetyl acetonates with a phenolic resin or bisphenol-A and containing (i) 3,4-epoxycyclohexyl - methyl - 3,4 - epoxycyclohexane carboxylate or (ii) diglycidyl ether of bisphenol-A as epoxide, (i) a condensation polymer of 2,6- dimethyl-4-butyl phenol or an aromatic glycidyl ester or (ii) bisphenol-A as hardening agent, and various pigments, hardening agents and rub compounds.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27026872A | 1972-07-06 | 1972-07-06 | |
| US36605573A | 1973-06-01 | 1973-06-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1435540A true GB1435540A (en) | 1976-05-12 |
Family
ID=26954183
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3084873A Expired GB1435540A (en) | 1972-07-06 | 1973-06-28 | Curable solventless composition |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS4962427A (en) |
| DE (1) | DE2334467A1 (en) |
| GB (1) | GB1435540A (en) |
| IT (1) | IT991016B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4231680A1 (en) * | 1992-09-22 | 1994-03-24 | Ruetgerswerke Ag | Process for the production of metal complexes with a high coordination number and their use |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4510277A (en) * | 1983-11-03 | 1985-04-09 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Process for improving moisture resistance of epoxy resins by addition of chromium ions |
| DD292468A5 (en) | 1990-03-09 | 1991-08-01 | Zeiss Carl Jena Gmbh | METHOD FOR POLYMERIZING EPOXY COMPOUNDS |
| ATE119174T1 (en) * | 1990-03-09 | 1995-03-15 | Ruetgerswerke Ag | METHOD FOR POLYMERIZING EPOXY COMPOUNDS. |
-
1973
- 1973-06-28 GB GB3084873A patent/GB1435540A/en not_active Expired
- 1973-07-06 JP JP48077026A patent/JPS4962427A/ja active Pending
- 1973-07-06 IT IT26288/73A patent/IT991016B/en active
- 1973-07-06 DE DE19732334467 patent/DE2334467A1/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4231680A1 (en) * | 1992-09-22 | 1994-03-24 | Ruetgerswerke Ag | Process for the production of metal complexes with a high coordination number and their use |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4962427A (en) | 1974-06-17 |
| IT991016B (en) | 1975-07-30 |
| DE2334467A1 (en) | 1974-02-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3382210A (en) | Lactone modified epoxide resins | |
| EP2094759B1 (en) | Epoxy resins comprising a cycloaliphatic diamine curing agent | |
| US3298998A (en) | Bisglycidyl ethers of bisphenols | |
| EP0166906B1 (en) | A process for coating a corroded metal surface on the basis of polyoxyalkyleneamine modified epoxy resins | |
| US2897179A (en) | Hardener for epoxy resin composition | |
| GB1407851A (en) | Process for producing solid epoxy resin compositions | |
| US2890196A (en) | Curable composition comprising a diepoxide, a polycarboxylic anhydride and a polyhydric compound | |
| US2912389A (en) | Polymers of divinylbenzene dioxide | |
| EP0103266B1 (en) | Hardener for epoxy resins and process for hardening epoxy resins | |
| US4314917A (en) | High-solids epoxy prepolymer coating composition | |
| KR910004698A (en) | Improved epoxy resin composition and preparation method thereof | |
| GB1435540A (en) | Curable solventless composition | |
| FR2531439A1 (en) | EPOXY RESINS CONTAINING METAL ATOM | |
| US2962453A (en) | Polymerizable compositions and resins made therefrom | |
| US3004931A (en) | Hardenable compositions comprising epoxide compounds and tetrahydrofurane | |
| US5654382A (en) | Epoxy resin high in ortho bisphenol F | |
| CA1116336A (en) | Accelerated cure of epoxy resins | |
| GB1416361A (en) | Epoxy adhesive composition | |
| US4379908A (en) | Rapid curing epoxy-unsaturated monomer compositions | |
| DE1236195B (en) | Process for the production of molded articles or coatings based on polyadducts | |
| US2923696A (en) | Resinous compositions and method for producing same | |
| US3303165A (en) | Diamine curing agent for epoxy resins | |
| EP0057325A1 (en) | Epoxy-coating composition containing a hardener and an accelerator | |
| EP0012293B1 (en) | Cyanoethylated polyamide amines as hardeners for polyepoxides | |
| DE3900682A1 (en) | DIGLYCIDYL COMPOUNDS, THEIR PREPARATION AND THEIR USE IN HAERTBAREN EPOXY MIXTURES |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |