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US4645781A Expired / Lapsed US ⏱️ 0.0 years remaining

Blends of cyclic vinyl ether containing compounds and expoxides

Assignee: Union Carbide Corp
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Filing: 1983-03-29
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Granted: 1987-02-24
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Expires: 2003-03-29
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Abstract

Abstract Described herein are compositions suitable for photocopolymerization comprising a cyclic vinyl ether containing compound and an epoxide. These compositions can be cured to give coatings with improved flexibility and impact resistant properties.

Inventors

  • 👤 Joseph V. Koleske
  • 👤 George T. Kwiatkowski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 22:18
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; C; C08; C08G; C08G59/00; C08G59/14; C08G59/1433; C08G59/1438

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 109 words
A composition suitable for photocopolymerization comprising: (a) from about 5 to 95 parts by weight of a cyclic vinyl ether compound, said cyclic vinyl ether compound being a member selected from the group consisting of dihydropyranyl compounds, di-(dihydropyranyl) compounds, and mixtures of these; (b) from about 95 to 5 parts by weight of cycloaliphatic epoxide resins, said cycloaliphatic epoxide resins being a mixture of (i) 3,4-epoxy-cyclohexylmethyl-3,4-epoxycyclohexane carboxylate, (ii) bis(3,4-epoxycyclohexylmethyl)adipate, and (iii) 2-(3,4-epoxycyclohexyl)-5,5-spiro-3,4-epoxy)cyclohexane-meta-dioxane; (c) a vinyl cycloaliphatic monoepoxide, said vinyl cycloaliphatic monoepoxide being a member selected from the group consisting of the formulas: ##STR42## and mixtures of these; and (d) an amount of a photoinitiator effective to cure said composition.
Claim 2
Dependent Claim 109 words
A composition suitable for photocopolymerization comprising: (a) from about 5 to 95 parts by weight of a cyclic vinyl ether compound, said cyclic vinyl ether compound being a member selected from the group consisting of dihydropyranyl compounds, di-(dihydropyranyl) compounds, and mixtures of these; (b) from about 95 to 5 parts by weight of cycloaliphatic epoxide resins, said cycloaliphatic epoxide resins being a mixture of (i) 3,4-epoxy-cyclohexylmethyl-3,4-epoxycyclohexane carboxylate, (ii) bis(3,4-epoxycyclohexylmethyl)adipate, and (iii) 2-(3,4-epoxycyclohexyl)-5,5-spiro-3,4-epoxy)cyclohexane-meta-dioxane; (c) a vinyl cycloaliphatic monoepoxide, said vinyl cycloaliphatic monoepoxide being a member selected from the group consisting of the formulas: ##STR42## and mixtures of these; and (d) an amount of a photoinitiator effective to cure said composition.
Claim 3
Dependent Claim 271 words
A composition as defined in claim 1 wherein the cyclic vinyl ether compound is selected from the following: ##STR43## the Z's each represents hydrogen or an alkyl group having from 1 to 10 carbon atoms; X and X' are members of the class consisting of a bivalent saturated hydrocarbon group, R, having the structure, --C n H 2n --, wherein n is an integer having a value of from 1 to 10; an oxy radical, --O--; and a carbonyl group, --C(O)--; and, in addition X' may be a carbonyloxy group, --O(O)C--, the carbon atom of which is bonded to the 2-position of the dihydropyranyl ring; X and X' may be the same or different provided that taken together they contain either zero or 2 oxygen atoms; a has a value of from zero to 1, a being zero only when X' is the aforesaid carbonyloxy group; Q is a member of the class consisting of the aforesaid R group; a dioxylakylene group, --ORO--, wherein R is as defined above; a dicarboxylate group, --OC--(O)--R'--C(O)O,-- wherein R' is the nucleus of a dicarboxylic acid; and a polycarbamate group such as the dicarbamate group, --OC(O)NH--R"--NH--C(O)O--, wherein R", as illustrated is the nucleus of a diisocyanate; and X, X' and Q taken together is such that the linking chain, --X--Q--X'--, contains an even number of oxygen atoms from two to four, provided that when X and X' are both oxy radicals, the linking chain contains no other oxygen atoms (that is, Q or R), and when X and X' are both carbonyl groups, the linking chain contains four oxygen atoms (that is, Q is --ORO--).
Claim 4
Dependent Claim 26 words
A composition as defined in claim 1 wherein the cyclic vinyl ether compound is 3,4-dihydro-2H-pyran-2-methyl(3,4-dihydro-2H-pyran-2-carboxylates) having the formula: ##STR44## wherein Z and Z' are as above-defined.
Claim 5
Dependent Claim 39 words
A composition as defined in claim 1 wherein the cyclic vinyl ether compound is alkanedioxy-bis(3',4'-dihydro-2'H-pyran-2'-carbonyl) compounds having the structure: ##STR45## wherein Z and Z' are as defined in claim 2, and n is an integer from 1 to 10
Claim 6
Dependent Claim 36 words
A composition as defined in claim 1 wherein the cyclic vinyl ether compound is bis-(3',4'-dihydro-2'H-pyran-2'-oxy)alkanes having the formula: ##STR46## wherein Z, Z' are as defined in claim 2 and n is as defined in claim 4.
Claim 7
Dependent Claim 36 words
A composition as defined in claim 1 wherein the cyclic vinyl ether compound is bis-(3',4'-dihydro-2'H-pyran-2'-alkoxy)alkanes having the formula: ##STR47## wherein Z, Z' are as defined in claim 2 and n is as defined in claim 4.
Claim 8
Dependent Claim 59 words
A composition as defined in claim 1 wherein the cyclic vinyl ether compound is bis-(3',4'-dihydro-2'H-pyran-2'-alkyl)carboxylates having the general formula: ##STR48## wherein Z, Z' are as defined in claim 2, n is as defined in claim 4 and R' is the nucleus of a dicarboxylic acid and may be a bivalent aliphatic, cycloaliphatic or aromatic nucleus including corresponding halogen-substituted nuclei.
Claim 9
Dependent Claim 57 words
A composition as defined in claim 1 wherein the cyclic vinyl ether compound has the general formula: ##STR49## wherein Z, Z' are as defined in claim 2, n is as defined in claim 4, R" is an aliphatic, cycloaliphatic or aromatic radical which may be unsubstituted hydrocarbyl groups or hydrocarbyl groups substituted with halogen or alkoxy groups.
Claim 10
Dependent Claim 16 words
A composition as defined in claim 1 wherein said vinyl cycloaliphatic monoepoxide is vinyl cyclohexene monoepoxide.
Claim 11
Dependent Claim 21 words
A composition as claimed in claim 1 wherein the photoinitiator is selected from diazonium salts or onium salts, or mixtures thereof.
Claim 12
Dependent Claim 11 words
A radiation cured coating derived from the composition of claim 1.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-02-23 1990-08-25 1991-02-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-02-23 1994-08-25 1995-02-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-02-23 1998-08-25 1999-02-24 $7700.00 Window Closed / Lapsed

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