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US4107353A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for photopolymerization of pigmented epoxide compositions

Assignee: Primerica Inc
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Filing: 1976-03-04
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Granted: 1978-08-15
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Expires: 1996-03-04
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Abstract

Abstract Highly pigmented liquid epoxide coating compositions containing one or more liquid epoxides, up to 60% by weight of pigment, one or more carboxylic acid anhydrides and specified diazonium salts of Lewis acids are converted to solid materials with substantially no weight loss following a relatively short exposure to ultraviolet radiation. The heretofore unattainable objective of a light-curable, substantially solventless coating composition containing sufficient pigment to obtain acceptable levels of hiding power is achieved by the presence of the carboxylic acid anhydride.

Inventors

  • 👤 Gabriel Karoly
  • 👤 John L. Gardon

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 04:36
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/68; C08G59/686; C08G59/40; C08G59/42; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31529

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 367 words
In an improved method for preparing pigmented epoxide coatings exhibiting satisfactory adhesion and containing pigment in an amount ranging from that amount sufficient to impart an acceptable level of hiding of the substrate up to about 60% by weight by polymerization of a liquid epoxide-containing composition that incorporates a latent polymerization catalyst and which contains at most insignificant amounts of unreactive liquid components, wherein (a) said composition contains at least one epoxide selected from the group consisting of those exhibiting the general formula ##STR10## and low molecular weight telomers thereof and compounds containing at least two divalent radicals of the formula ##STR11## wherein Ar represents an aryl or alkaryl hydrocarbon radical, n is the integer 2 or 3 and C 1 and C 2 form part of a five-or six-membered carboxylic ring structure, said epoxide comprising at least a major portion of the epoxides present in said liquid epoxide-containing composition; and (b) said composition contains between 0.25 and 5%, based on the total weight of said composition, of a latent catalyst selected from aryl diazonium compounds exhibiting the general formula ##STR12## wherein X represents a halogen radical and M represents an element selected from the group consisting of arsenic, bismuth, boron, iron, phosphorus and tin; Y is selected from at least one of the groups consisting of nitro, hydroxyl, halogen, N-morpholino, alkyl, alkoxy, aryl, amino, arylamino, alkylamino and arylmercapto radicals, r is an integer equal to the absolute value of the charge on the complex anion MX r+s , s is an integer equal to the valence state of M, and p is an integer between 1 and 5, inclusive; the improvements that comprise incorporating into said liquid epoxide-containing composition at least one carboxylic acid anhydride selected from the group consisting of liquid anhydrides of polycarboxylic acids and liquid mixtures containing two or more anhydrides of polycarboxylic acids, with the proviso that the composition contains at least 1.8 equivalent weights of epoxide per equivalent weight of said acid anhydride, applying the resultant liquid epoxide-containing composition to a substrate and exposing the resultant liquid coating to ultraviolet radiation for a period of time sufficient to decompose the latent catalyst and convert said coating to a dry solid material.
Claim 2
Dependent Claim 367 words
In an improved method for preparing pigmented epoxide coatings exhibiting satisfactory adhesion and containing pigment in an amount ranging from that amount sufficient to impart an acceptable level of hiding of the substrate up to about 60% by weight by polymerization of a liquid epoxide-containing composition that incorporates a latent polymerization catalyst and which contains at most insignificant amounts of unreactive liquid components, wherein (a) said composition contains at least one epoxide selected from the group consisting of those exhibiting the general formula ##STR10## and low molecular weight telomers thereof and compounds containing at least two divalent radicals of the formula ##STR11## wherein Ar represents an aryl or alkaryl hydrocarbon radical, n is the integer 2 or 3 and C 1 and C 2 form part of a five-or six-membered carboxylic ring structure, said epoxide comprising at least a major portion of the epoxides present in said liquid epoxide-containing composition; and (b) said composition contains between 0.25 and 5%, based on the total weight of said composition, of a latent catalyst selected from aryl diazonium compounds exhibiting the general formula ##STR12## wherein X represents a halogen radical and M represents an element selected from the group consisting of arsenic, bismuth, boron, iron, phosphorus and tin; Y is selected from at least one of the groups consisting of nitro, hydroxyl, halogen, N-morpholino, alkyl, alkoxy, aryl, amino, arylamino, alkylamino and arylmercapto radicals, r is an integer equal to the absolute value of the charge on the complex anion MX r+s , s is an integer equal to the valence state of M, and p is an integer between 1 and 5, inclusive; the improvements that comprise incorporating into said liquid epoxide-containing composition at least one carboxylic acid anhydride selected from the group consisting of liquid anhydrides of polycarboxylic acids and liquid mixtures containing two or more anhydrides of polycarboxylic acids, with the proviso that the composition contains at least 1.8 equivalent weights of epoxide per equivalent weight of said acid anhydride, applying the resultant liquid epoxide-containing composition to a substrate and exposing the resultant liquid coating to ultraviolet radiation for a period of time sufficient to decompose the latent catalyst and convert said coating to a dry solid material.
Claim 3
Dependent Claim 12 words
The improved method of claim 1 wherein the epoxide is a diepoxide.
Claim 4
Dependent Claim 26 words
The improved method of claim 1 wherein the carbon atoms of the epoxide radical represented by the formula ##STR13## are part of a 6-membered carbocyclic ring.
Claim 5
Dependent Claim 19 words
The improved method of claim 1 wherein the epoxide is a liquid diglycidyl ether of Bis-phenol A [2,2-bis(4,4'-hydroxyphenyl) propane].
Claim 6
Dependent Claim 28 words
The improved method of claim 1 wherein the acid anhydride is selected from the group consisting of methyltetrahydrophthalic anhydride and liquid mixtures of methyltetrahydrophthalic anhydride and dodecenylsuccinic anhydride.
Claim 7
Dependent Claim 21 words
The improved method of claim 1 wherein the liquid coating is exposed to ultraviolet radiation for a maximum of 10 seconds.
Claim 8
Dependent Claim 26 words
The improved method of claim 1 wherein up to 5% by weight of a solvent for the latent catalyst is incorporated into the liquid epoxide-containing composition.

References Cited (Backward Citations)

US3205157A Cited
US3328319A Cited
US3709861A Cited
US3711391A Cited
US3711390A Cited
US3714006A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-08-14 1982-02-13 1982-08-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-08-14 1986-02-13 1986-08-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-08-14 1990-02-13 1990-08-15 $7700.00 Window Closed / Lapsed

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