GB1041784A – Improvements in synthetic resin coating compositions
– Google Patents
GB1041784A – Improvements in synthetic resin coating compositions
– Google Patents
Improvements in synthetic resin coating compositions
Info
Publication number
GB1041784A
GB1041784A
GB48453/63A
GB4845363A
GB1041784A
GB 1041784 A
GB1041784 A
GB 1041784A
GB 48453/63 A
GB48453/63 A
GB 48453/63A
GB 4845363 A
GB4845363 A
GB 4845363A
GB 1041784 A
GB1041784 A
GB 1041784A
Authority
GB
United Kingdom
Prior art keywords
resins
acid
cresylic acid
epoxy
isophthalic acid
Prior art date
1962-12-31
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
GB48453/63A
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.)
CBS Corp
Original Assignee
Westinghouse Electric Corp
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.)
1962-12-31
Filing date
1963-12-09
Publication date
1966-09-07
1963-12-09
Application filed by Westinghouse Electric Corp
filed
Critical
Westinghouse Electric Corp
1966-09-07
Publication of GB1041784A
publication
Critical
patent/GB1041784A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
239000008199
coating composition
Substances
0.000
title
abstract
2
229920003002
synthetic resin
Polymers
0.000
title
abstract
2
239000000057
synthetic resin
Substances
0.000
title
abstract
2
LYCAIKOWRPUZTN-UHFFFAOYSA-N
Ethylene glycol
Chemical compound
OCCO
LYCAIKOWRPUZTN-UHFFFAOYSA-N
0.000
abstract
9
QQVIHTHCMHWDBS-UHFFFAOYSA-N
isophthalic acid
Chemical compound
OC(=O)C1=CC=CC(C(O)=O)=C1
QQVIHTHCMHWDBS-UHFFFAOYSA-N
0.000
abstract
8
QTWJRLJHJPIABL-UHFFFAOYSA-N
2-methylphenol;3-methylphenol;4-methylphenol
Chemical compound
CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O
QTWJRLJHJPIABL-UHFFFAOYSA-N
0.000
abstract
6
PEDCQBHIVMGVHV-UHFFFAOYSA-N
Glycerine
Chemical compound
OCC(O)CO
PEDCQBHIVMGVHV-UHFFFAOYSA-N
0.000
abstract
6
IJGRMHOSHXDMSA-UHFFFAOYSA-N
Atomic nitrogen
Chemical compound
N#N
IJGRMHOSHXDMSA-UHFFFAOYSA-N
0.000
abstract
4
XSQUKJJJFZCRTK-UHFFFAOYSA-N
Urea
Chemical compound
NC(N)=O
XSQUKJJJFZCRTK-UHFFFAOYSA-N
0.000
abstract
3
125000003118
aryl group
Chemical group
0.000
abstract
3
125000003700
epoxy group
Chemical group
0.000
abstract
3
238000010438
heat treatment
Methods
0.000
abstract
3
239000000203
mixture
Substances
0.000
abstract
3
229920006149
polyester-amide block copolymer
Polymers
0.000
abstract
3
239000000047
product
Substances
0.000
abstract
3
229920005989
resin
Polymers
0.000
abstract
3
239000011347
resin
Substances
0.000
abstract
3
HZAXFHJVJLSVMW-UHFFFAOYSA-N
2-Aminoethan-1-ol
Chemical compound
NCCO
HZAXFHJVJLSVMW-UHFFFAOYSA-N
0.000
abstract
2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N
Phenol
Chemical compound
OC1=CC=CC=C1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N
0.000
abstract
2
125000003277
amino group
Chemical group
0.000
abstract
2
239000004202
carbamide
Substances
0.000
abstract
2
239000003822
epoxy resin
Substances
0.000
abstract
2
229910052757
nitrogen
Inorganic materials
0.000
abstract
2
125000001997
phenyl group
Chemical group
[H]C1=C([H])C([H])=C(*)C([H])=C1[H]
0.000
abstract
2
229920000647
polyepoxide
Polymers
0.000
abstract
2
229920001228
polyisocyanate
Polymers
0.000
abstract
2
239000005056
polyisocyanate
Substances
0.000
abstract
2
125000002924
primary amino group
Chemical group
[H]N([H])*
0.000
abstract
2
WSFQLUVWDKCYSW-UHFFFAOYSA-M
sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate
Chemical compound
[Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1
WSFQLUVWDKCYSW-UHFFFAOYSA-M
0.000
abstract
2
WZCQRUWWHSTZEM-UHFFFAOYSA-N
1,3-phenylenediamine
Chemical compound
NC1=CC=CC(N)=C1
WZCQRUWWHSTZEM-UHFFFAOYSA-N
0.000
abstract
1
239000004593
Epoxy
Substances
0.000
abstract
1
229920001807
Urea-formaldehyde
Polymers
0.000
abstract
1
150000004984
aromatic diamines
Chemical class
0.000
abstract
1
239000007795
chemical reaction product
Substances
0.000
abstract
1
238000000576
coating method
Methods
0.000
abstract
1
239000004020
conductor
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
238000003618
dip coating
Methods
0.000
abstract
1
150000002118
epoxides
Chemical group
0.000
abstract
1
125000003055
glycidyl group
Chemical group
C(C1CO1)*
0.000
abstract
1
LNEPOXFFQSENCJ-UHFFFAOYSA-N
haloperidol
Chemical class
C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1
LNEPOXFFQSENCJ-UHFFFAOYSA-N
0.000
abstract
1
QQVIHTHCMHWDBS-UHFFFAOYSA-L
isophthalate(2-)
Chemical compound
[O-]C(=O)C1=CC=CC(C([O-])=O)=C1
QQVIHTHCMHWDBS-UHFFFAOYSA-L
0.000
abstract
1
229940018564
m-phenylenediamine
Drugs
0.000
abstract
1
125000002496
methyl group
Chemical group
[H]C([H])([H])*
0.000
abstract
1
GFUGMBIZUXZOAF-UHFFFAOYSA-N
niobium zirconium
Chemical compound
[Zr].[Nb]
GFUGMBIZUXZOAF-UHFFFAOYSA-N
0.000
abstract
1
239000003960
organic solvent
Substances
0.000
abstract
1
229920000768
polyamine
Polymers
0.000
abstract
1
229920000728
polyester
Polymers
0.000
abstract
1
229920005749
polyurethane resin
Polymers
0.000
abstract
1
239000002904
solvent
Substances
0.000
abstract
1
239000002887
superconductor
Substances
0.000
abstract
1
KKEYFWRCBNTPAC-UHFFFAOYSA-L
terephthalate(2-)
Chemical compound
[O-]C(=O)C1=CC=C(C([O-])=O)C=C1
KKEYFWRCBNTPAC-UHFFFAOYSA-L
0.000
abstract
1
VXUYXOFXAQZZMF-UHFFFAOYSA-N
titanium(IV) isopropoxide
Chemical compound
CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C
VXUYXOFXAQZZMF-UHFFFAOYSA-N
0.000
abstract
1
QXJQHYBHAIHNGG-UHFFFAOYSA-N
trimethylolethane
Chemical compound
OCC(C)(CO)CO
QXJQHYBHAIHNGG-UHFFFAOYSA-N
0.000
abstract
1
Classifications
H—ELECTRICITY
H01—ELECTRIC ELEMENTS
H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
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
C08G18/58—Epoxy resins
C08G18/584—Epoxy resins having nitrogen
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
C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 – C08G18/63
C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 – C08G18/63 having nitrogen
C08G18/643—Reaction products of epoxy resins with at least equivalent amounts of amines
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
C08G18/72—Polyisocyanates or polyisothiocyanates
C08G18/80—Masked polyisocyanates
C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
C08G18/8064—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with monohydroxy compounds
C08G18/8067—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with monohydroxy compounds phenolic compounds
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
C08G59/40—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 curing agents used
C08G59/4007—Curing agents not provided for by the groups C08G59/42 – C08G59/66
C08G59/4014—Nitrogen containing compounds
C08G59/4028—Isocyanates; Thioisocyanates
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
C08G59/40—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 curing agents used
C08G59/50—Amines
C08G59/56—Amines together with other curing agents
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
C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
C08G69/44—Polyester-amides
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
C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
Abstract
Coating compositions comprise a resinous blend of 40-90 wt per cent of (1) a modified epoxy resin derived from the reaction of (a) an aromatic base glycidyl either having more than 1.0 but not more than 2.0 epoxide groups per molecule and an epoxy equivalent of 400-4000 and (b) an aromatic polyamine or an alkanolamine containing primary amino groups, in proportions providing 1-4 epoxy groups for each amino group, and 10-60 wt. per cent of (2) a blocked polyisocyanate resin of the formula R(NH.CO.OR1)n, wherein R is a polyvalent organic radical, R1 is phenyl or phenyl having methyl substituents and n is an integer greater than 2. The compositions may also contain resinous isophthalate or terephthalate polyesters, polyesteramides, urea – formaldehyde resins, phenol – modified coumarone – indene resins, and polyurethane resins, or mixtures thereof, solvents and diluents. Polyester(amide)s are prepared under nitrogen in examples from (IX) isophthalic acid, ethylene glycol, and trimethylolethane in cresylic acid in the presence of isopropyl titanate and (XI) isophthalic acid, glycerol, ethylene glycol and urea in cresylic acid in the presence of zinc naphthenate. In preparing the polyesteramide the glycerol, ethylene glycol and some of the isophthalic acid and some of the cresylic acid are heated together until a thread-forming product is formed when the urea, the remainder of the isophthalic acid and some more cresylic acid are added and heating is continued until a second thread-forming product is formed when some more cresylic acid is added and heating is continued until a third thread-forming product is formed at which point the remainder of the cresylic acid and the zinc naphthenate are added and heating is continued for a short time. Modified epoxy resins are prepared in examples by the solution reaction of a commercial epoxy resin with m-phenylenediamine (I and X) or ethanolamine (VII), optionally under nitrogen (I & VII).ALSO:Wires, which may be electrical conductors or a niobium-zirconium superconductor, are coated with solutions, of dip-coating viscosity, in organic solvents, comprising the reaction product of an aromatic base glycidyl ether having more than 1.0 but not more than 2.0 epoxy groups per molecule with an aromatic diamine or an alkanolamine containing primary amino groups in proportions providing 1 to 4 epoxy groups per amino group and a phenol blocked polyisocyanate resin with or without other synthetic resins. The coatings may be cured by baking in a vertical oven at 430 DEG F.
GB48453/63A
1962-12-31
1963-12-09
Improvements in synthetic resin coating compositions
Expired
GB1041784A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
US248713A
US3321548A
(en)
1962-12-31
1962-12-31
Amine-modified epoxy resin blended with a blocked polyisocyanate
Publications (1)
Publication Number
Publication Date
GB1041784A
true
GB1041784A
(en)
1966-09-07
Family
ID=22940351
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB48453/63A
Expired
GB1041784A
(en)
1962-12-31
1963-12-09
Improvements in synthetic resin coating compositions
Country Status (2)
Country
Link
US
(1)
US3321548A
(en)
GB
(1)
GB1041784A
(en)
Cited By (2)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
EP0251105A1
(en)
*
1986-06-23
1988-01-07
Ashland Oil, Inc.
Curable epoxide composition
EP0364331A2
(en)
*
1988-10-14
1990-04-18
Eastman Chemical Company
Water-dissipatable polyester resins and coatings prepared therefrom
Families Citing this family (17)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US3415903A
(en)
*
1965-07-20
1968-12-10
Cella Lackfabrik
Electrical conductors prepared from polyesters containing tris-(2-hydroxyethyl)-isocyanurate or tris-(2-carboxyethyl)-isocyanurate reacted with polyesteramides
US3494888A
(en)
*
1966-08-30
1970-02-10
Wilbur R Mcelroy
Resin compositions from polyepoxides and isocyanate polymers
US3617367A
(en)
*
1968-01-11
1971-11-02
Pacific Vegetable Oil Corp
Polyisocyanate-polyamine coating composition
CA1048672A
(en)
*
1969-11-24
1979-02-13
Howard H. Leiner
Cathodic electrocoating process and composition
GB1420336A
(en)
*
1972-09-18
1976-01-07
Ciba Geigy Ag
Method for bonding surfaces together
CA986639A
(en)
*
1971-10-28
1976-03-30
Robert R. Zwack
Cationic electrodepositable compositions
US3787347A
(en)
*
1972-02-18
1974-01-22
Reichhold Chemicals Inc
Novel resinous compositions and method for producing same
DE2404740C2
(en)
*
1974-02-01
1982-04-29
Bayer Ag, 5090 Leverkusen
Process for the production of films and coatings and coating agents
US3886228A
(en)
*
1974-06-03
1975-05-27
Amicon Corp
Polyurethane composition curable with polyamine/acid anhydride adduct
US4017438A
(en)
*
1974-12-16
1977-04-12
Ppg Industries, Inc.
Ketimine-blocked primary amine group-containing cationic electrodepositable resins
US4339369A
(en)
*
1981-04-23
1982-07-13
Celanese Corporation
Cationic epoxide-amine reaction products
US4456740A
(en)
*
1981-12-28
1984-06-26
Ford Motor Company
Coating composition comprising chain-extendable crosslinkable polyol and diblocked diisocyanate diurethane oligomer
US4456738A
(en)
*
1981-12-28
1984-06-26
Ford Motor Company
Coating composition comprising chain-extendable crosslinkable polyol and diblocked diisocyanate diurethane oligomer
US4507412A
(en)
*
1983-03-28
1985-03-26
The Dow Chemical Company
High solids coatings from adducts of polyepoxides with polyamines and blocked polyisocyanates
DE4015302A1
(en)
*
1990-05-12
1991-11-14
Bayer Ag
Amine prods. contg. urethane and urea gps. prepn.
JPH05331412A
(en)
*
1992-06-03
1993-12-14
Sumitomo Metal Ind Ltd
Coating composition
JPH06235071A
(en)
*
1992-06-03
1994-08-23
Nippon Paint Co Ltd
Organic composite coated steel sheet
Family Cites Families (2)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
GB763347A
(en)
*
1953-11-09
1956-12-12
Indestructible Paint Company L
Improvements in or relating to surface coating compositions containing epoxy resins
NL280840A
(en)
*
1961-07-12
1962
1962-12-31
US
US248713A
patent/US3321548A/en
not_active
Expired – Lifetime
1963
1963-12-09
GB
GB48453/63A
patent/GB1041784A/en
not_active
Expired
Cited By (5)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
EP0251105A1
(en)
*
1986-06-23
1988-01-07
Ashland Oil, Inc.
Curable epoxide composition
EP0364331A2
(en)
*
1988-10-14
1990-04-18
Eastman Chemical Company
Water-dissipatable polyester resins and coatings prepared therefrom
WO1990003994A2
(en)
*
1988-10-14
1990-04-19
Eastman Kodak Company
Water-dissipatable polyester resins and coatings prepared therefrom
WO1990003994A3
(en)
*
1988-10-14
1990-05-03
Eastman Kodak Co
Water-dissipatable polyester resins and coatings prepared therefrom
EP0364331A3
(en)
*
1988-10-14
1990-06-06
Eastman Kodak Company
Water-dissipatable polyester resins and coatings prepared therefrom
Also Published As
Publication number
Publication date
US3321548A
(en)
1967-05-23
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