Epoxide blend for polymerizable coating compositions and process

Claim 2

The process of producing an epoxide polymer, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, 2.

Claim 3

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, and 3. radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying a portion of the mixture so formed to a substrate and subsequently exposing said mixture on the substrate to electron beam or electromagnetic irradiation to effect substantial polymerization of said

Claim 4

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, and 3. radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying a portion of the mixture so formed to a substrate and subsequently exposing said mixture on the substrate to electron beam or electromagnetic irradiation to effect substantial polymerization of said

Claim 5

epoxidic materials. 2. The process of claim 1 for producing an epoxide polymer, in which said catalyst precursor as present upon forming said mixture constitutes between 0.1% and 5% of the weight of the mixture.

Claim 6

The process of claim 1 for producing an epoxide polymer, in which said catalyst precursor as mixed with said epoxidic materials constitutes between about 0.5% and about 2% of the weight of the resulting mixture.

Claim 7

The product produced by the process of claim 1.

Claim 8

The process of producing an epoxide polymer, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of

Claim 9

The process of producing an epoxide polymer, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of

Claim 10

at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, 2. an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying a portion of the mixture so formed to a substrate; and subsequently exposing said mixture on the substrate to electron beam or electromagnetic irradiation to effect substantial polymerization of said epoxidic materials.

Claim 11

at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, 2. an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying a portion of the mixture so formed to a substrate; and subsequently exposing said mixture on the substrate to electron beam or electromagnetic irradiation to effect substantial polymerization of said epoxidic materials.

Claim 12

The product produced by the process of claim 5.

Claim 13

The process of claim 5 for producing an epoxide polymer, in which the catalyst precursor as present upon forming said mixture constitutes between 0.1% and 5% of the weight of the mixture.

Claim 14

The process of claim 5 for producing an epoxide polymer, in which the cationic initiator in said mixture is a radiation-sensitive catalyst precursor in the form of an aromatic diazonium salt of a complex halogenide, which decomposes upon said exposure to irradiation to release a halide Lewis acid effective to initiate substantial polymerization of the epoxidic materials in the mixture.

Claim 15

The process of claim 8, in which said catalyst precursor as mixed with said epoxidic materials constitutes between 0.1% and 5% of the weight of the resulting mixture.

Claim 16

The process of claim 9, in which said catalyst precursor as mixed with said epoxidic materials constitutes between about 0.5% and about 2% of the weight of the resulting mixture.

Claim 17

The process of claim 5 for producing an epoxide polymer, in which the catalyst precursor in said mixture is a radiation-sensitive catalyst precursor in the form of p-chlorobenzenediazonium hexafluorophosphate.

Claim 18

The process of claim 5 for producing an epoxide polymer, in which the catalyst precursor in said mixture is a radiation-sensitive catalyst precursor in the form of 2,5-diethoxy-4-(p-tolylthio)benzenediazonium hexafluorophosphate.

Claim 19

The process of claim 5 for producing an epoxide polymer, in which the epoxidic prepolymer material in said mixture is made up in major part of an epoxy resin prepolymer consisting substantially of the monomeric glycidyl ether of bisphenol A.

Claim 20

The process of claim 13, in which the epoxidic prepolymer material in said mixture consists of an epoxy resin prepolymer in the form substantially of the monomeric glycidyl ether of bisphenol A.

Claim 21

The process of claim 5 for producing an epoxide polymer, in which the epoxidic prepolymer material in said mixture is made up in major part of a polyepoxidized phenol novolak or cresol novolak.

Claim 22

The process of claim 15, in which the epoxidic prepolymer material in said mixture consists of a polyepoxidized phenol novolak or cresol novolak.

Claim 23

The process of claim 5, in which the epoxidic prepolymer material in said mixture consists of a polyglycidyl ether of a polyhydric alcohol.

Claim 24

The process of claim 5, in which the epoxidic prepolymer material in said mixture consists of a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether.

Claim 25

The process of claim 5 for producing an epoxide polymer, in which said ester having two epoxycycloalkyl groups in said mixture is (3,4-epoxycyclohexyl)methyl 3,4-epoxycyclohexanecarboxylate.

Claim 26

The process of claim 5 for producing an epoxide polymer, in which said ester having two epoxycycloalkyl groups in said mixture is bis[(3,4-epoxy-6-methylcyclohexyl)methyl] adipate.

Claim 27

The product produced by the process of claim 8.

Claim 28

The process of producing a coated or imprinted paper product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present,

Claim 29

The process of producing a coated or imprinted paper product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present,

Claim 30

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on letterpress apparatus a portion of the mixture so formed to at least predetermined areas of the surface of a paper substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 31

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on letterpress apparatus a portion of the mixture so formed to at least predetermined areas of the surface of a paper substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 32

The coated or imprinted paper product produced by the process of claim 22.

Claim 33

The process of producing an epoxide polymer coated or imprinted on a substrate, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present,

Claim 34

The process of producing an epoxide polymer coated or imprinted on a substrate, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present,

Claim 35

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture; and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on a dry offset press a portion of the mixture so formed to at least predetermined areas of the surface of said substrate; and subsequently exposing said mixture on the substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 36

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture; and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on a dry offset press a portion of the mixture so formed to at least predetermined areas of the surface of said substrate; and subsequently exposing said mixture on the substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 37

The coated or imprinted product produced by the process of claim 24.

Claim 38

The process of producing a coated or imprinted paper product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present,

Claim 39

The process of producing a coated or imprinted paper product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bisphenol A, B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present,

Claim 40

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on a dry offset press a portion of the mixture so formed to at least predetermined areas of the surface of a paper substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 41

an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on a dry offset press a portion of the mixture so formed to at least predetermined areas of the surface of a paper substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 42

The coated or imprinted paper product produced by the process of claim 26.

Claim 43

The process of producing a coated or imprinted paper product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of

Claim 44

The process of producing a coated or imprinted paper product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of

Claim 45

at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bispenol A. B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present, 2. an epoxidic ester having two epoxycyloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture,

Claim 46

at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of A. an epoxy resin prepolymer consisting predominantly of the monomeric diglycidyl ether of bispenol A. B. a polyepoxidized phenol novolak or cresol novolak, C. a polyglycidyl ether of a polyhydric alcohol, and D. a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, wherein the sum of the weights of any such polyglycidyl ether of a polyhydric alcohol (C) and of any such diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether (D) present does not exceed about 10% of the total weight of said epoxidic prepolymer materials present, 2. an epoxidic ester having two epoxycyloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture,

Claim 47

a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting from about 2% to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on a gravure press a portion of the mixture so formed to at least predetermined areas of the surface of said paper substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 48

a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting from about 2% to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying on a gravure press a portion of the mixture so formed to at least predetermined areas of the surface of said paper substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 49

The coated or imprinted paper product produced by the process of claim 28.

Claim 50

The process of producing a coated or imprinted metal product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of a polyglycidyl ether of a polyhydric alcohol and a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, 2. an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying a portion of the mixture so formed to at least predetermined areas of the surface of a metal substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 51

The process of producing a coated or imprinted metal product, comprising: forming an essentially solventless mixture, fluid at room temperature, consisting essentially of 1. at least one epoxidic prepolymer material having an epoxy equivalent weight below 200, constituting between about 10% and 85% of the weight of the epoxidic materials in the mixture, and selected from the group consisting of a polyglycidyl ether of a polyhydric alcohol and a diepoxide of a cycloalkyl or alkylcycloalkyl hydrocarbon or ether, 2. an epoxidic ester having two epoxycycloalkyl groups and constituting at least about 15% of the weight of the epoxidic materials in the mixture, 3. a monoepoxide having a viscosity at 23°C of less than 20 centipoises and constituting up to about 15% of the weight of the epoxidic materials in the mixture, and 4. a radiation-sensitive catalyst precursor which decomposes upon exposure to electron beam or electromagnetic irradiation to provide a Lewis acid effective to initiate polymerization of said epoxidic materials in said mixture; applying a portion of the mixture so formed to at least predetermined areas of the surface of a metal substrate; and subsequently exposing said mixture on the paper substrate to electron beam or electromagnetic irradiation to release said Lewis acid in sufficient amounts to effect substantial polymerization of said epoxidic materials.

Claim 52

The coated or imprinted metal product produced by the process of claim 30.

Claim 53

The process of claim 1, in which said electromagnetic irradiation is actinic irradiation.

Claim 54

The process of claim 1 in which said irradiation is electron beam irradiation.