US4306954A — Process for polymerizing acrylic substituted hyda…

Claim 1

Independent Claim 349 words

The process of curing a composition to a non-tacky state comprising at least 15% by weight of radiation polymerizable components having the formula A.sup.1 --Z--A.sup.2 ( 1) wherein A 1 and A 2 independently are ethylenically unsaturated terminal groups having terminal ethylenic unsaturation and having the formula ##STR19## wherein R--O--is a monovalent residue of an aliphatic terminally unsaturated primary alcohol, ROH, formed by the removal of the active hydrogen from the primary --OH group, R having the formula: [E--Ch.sub.2).sub.b].sub.m R.sup.5 --CH.sub.2).sub.c wherein E is ##STR20## c is an integer of from 1 to 6, b is zero or an integer of from 1 to 6, R 1 and R 4 independently represent hydrogen or methyl, R 5 is an aliphatic group having from 1 to 15 carbon atoms, and no more than two catenary oxygen or carboxy groups, a valence of m+1, m is an integer of from 1 to 5, R 2 represents hydrogen or groups of the formula ##STR21## wherein R 6 represents alkyl or alkenyl groups R 7 is an aliphatic or aromatic group of up to eight carbon atoms, R 3 is an alkylene group of from 1 to 6 carbon atoms with up to one catenary oxygen atom, and Z is a heterocyclic group of the formula ##STR22## wherein X is a divalent group which is required to complete a 5- or 6-membered heterocyclic ring, or ##STR23## wherein R 12 and R 13 independently represent hydrogen or methyl, R 14 represents hydrogen, an alkyl group, or a phenyl group, R 13 and R 14 together may represent a trimethylene or tetramethylene group, m represents a number of from 1 to 30, n is 2 or 3, and A represents a group of the formula ##STR24## wherein X 1 represents the divalent radical necessary to complete a 5- or 6-membered heterocyclic ring group, said process comprising exposing said composition to radiation within the ultraviolet and visible spectral region while the composition is in the presence of an atmosphere of at least 2% by volume of oxygen to polymerize said components having formula (1) or (2).

Claim 2

Dependent Claim 349 words

The process of curing a composition to a non-tacky state comprising at least 15% by weight of radiation polymerizable components having the formula A.sup.1 --Z--A.sup.2 ( 1) wherein A 1 and A 2 independently are ethylenically unsaturated terminal groups having terminal ethylenic unsaturation and having the formula ##STR19## wherein R--O--is a monovalent residue of an aliphatic terminally unsaturated primary alcohol, ROH, formed by the removal of the active hydrogen from the primary --OH group, R having the formula: [E--Ch.sub.2).sub.b].sub.m R.sup.5 --CH.sub.2).sub.c wherein E is ##STR20## c is an integer of from 1 to 6, b is zero or an integer of from 1 to 6, R 1 and R 4 independently represent hydrogen or methyl, R 5 is an aliphatic group having from 1 to 15 carbon atoms, and no more than two catenary oxygen or carboxy groups, a valence of m+1, m is an integer of from 1 to 5, R 2 represents hydrogen or groups of the formula ##STR21## wherein R 6 represents alkyl or alkenyl groups R 7 is an aliphatic or aromatic group of up to eight carbon atoms, R 3 is an alkylene group of from 1 to 6 carbon atoms with up to one catenary oxygen atom, and Z is a heterocyclic group of the formula ##STR22## wherein X is a divalent group which is required to complete a 5- or 6-membered heterocyclic ring, or ##STR23## wherein R 12 and R 13 independently represent hydrogen or methyl, R 14 represents hydrogen, an alkyl group, or a phenyl group, R 13 and R 14 together may represent a trimethylene or tetramethylene group, m represents a number of from 1 to 30, n is 2 or 3, and A represents a group of the formula ##STR24## wherein X 1 represents the divalent radical necessary to complete a 5- or 6-membered heterocyclic ring group, said process comprising exposing said composition to radiation within the ultraviolet and visible spectral region while the composition is in the presence of an atmosphere of at least 2% by volume of oxygen to polymerize said components having formula (1) or (2).

Claim 3

Dependent Claim 78 words

The process of claim 1 wherein said at least 15% by weight of polymerizable components are compounds of formula (2), m is from 1 to 4, and X 1 is selected from the group consisting of ##STR25## wherein R 15 , R 16 , R 17 , and R 18 independently represent hydrogen, an alkyl group, an alkylene group, a cycloalkyl group, or a phenyl group, and R 19 represents hydrogen, an aliphatic group, or an aromatic group.

Claim 4

Dependent Claim 40 words

The process of claim 2 wherein R 15 , R 16 , R 17 and R 18 are hydrogen, alkyl of 1 to 4 carbon atoms, alkylene of 1 to 4 carbon atoms, or phenyl, and X 1 is ##STR26##

Claim 5

Dependent Claim 80 words

The process of claim 2 wherein said at least 15% by weight of polymeric components have formula (1) and wherein X is ##STR27## wherein R 8 , R 9 , R 10 , and R 11 are independently hydrogen, alkyl group of 1 to 4 carbon atoms, cycloalkyl, group of 3 to 6 carbon atoms, and phenyl group of 6 to 12 carbon atoms, and A 3 is an alkoxyalkyl group as defined for A 1 and A 2 .

Claim 6

Dependent Claim 10 words

The process of claim 4 wherein R 2 is hydrogen.

Claim 7

Dependent Claim 25 words

The process of claim 4 wherein X is ##STR28## and R 8 and R 9 are hydrogen or alkyl of 1 to 4 carbon atoms.

Claim 8

Dependent Claim 43 words

The process of claim 6 wherein X is ##STR29## m is 2 to 5, R is [--CH 2 ) b ] m R 5 --CH 2 ) c , E is ##STR30## and R 5 is alkylene of 1 to 15 carbon atoms.

Claim 9

Dependent Claim 10 words

The process of claim 7 wherein R 4 is hydrogen.

Claim 10

Dependent Claim 26 words

The process of claim 1 wherein said components having the formula (1) or (2) comprise from 30 to 100% by weight of the radiation polymerizable components.

Claim 11

Dependent Claim 21 words

The process of claim 4 wherein 30 to 100% by weight of radiation polymerizable components comprise materials represented by formula (1).

Claim 12

Dependent Claim 172 words

A process for the curing of a composition comprising at least 15% by weight of radiation polymerizable components having the formula A.sup.4 --Z--A.sup.5 wherein A 4 and A 5 are independently groups of the formula ##STR31## wherein R 22 and R 25 are independently hydrogen or methyl, R 23 is an aliphatic group of 1 to 15 carbon atoms, R 24 is hydrogen or -OR 27 wherein R 27 is hydrogen, ##STR32## wherein R 6 is an alkyl or alkenyl group and R 7 is selected from the group consisting of aliphatic and aromatic groups of up to eight carbon atoms, R 26 is an alkylene group of from 1 to 6 carbon atoms, e and g are independently 0 or 1, f is an integer of from 1 to 5, h is an integer of from 1 to 30, i is 0 or 1, and Z is a heterocyclic group of the formula ##STR33## wherein X is a divalent group which is necessary to complete a 5- or 6-membered heterocyclic ring.

Claim 13

Dependent Claim 172 words

A process for the curing of a composition comprising at least 15% by weight of radiation polymerizable components having the formula A.sup.4 --Z--A.sup.5 wherein A 4 and A 5 are independently groups of the formula ##STR31## wherein R 22 and R 25 are independently hydrogen or methyl, R 23 is an aliphatic group of 1 to 15 carbon atoms, R 24 is hydrogen or -OR 27 wherein R 27 is hydrogen, ##STR32## wherein R 6 is an alkyl or alkenyl group and R 7 is selected from the group consisting of aliphatic and aromatic groups of up to eight carbon atoms, R 26 is an alkylene group of from 1 to 6 carbon atoms, e and g are independently 0 or 1, f is an integer of from 1 to 5, h is an integer of from 1 to 30, i is 0 or 1, and Z is a heterocyclic group of the formula ##STR33## wherein X is a divalent group which is necessary to complete a 5- or 6-membered heterocyclic ring.

Claim 14

Dependent Claim 49 words

The process of claim 11 wherein x is ##STR34## wherein R 15 , R 16 , R 17 and R 18 independently represent hydrogen, an alkyl group, an alkylene group, a cycloalkyl group, or a phenyl group, and R 19 represents hydrogen, an aliphatic group, or an aromatic group.

Claim 15

Dependent Claim 18 words

The process of claim 1 wherein said composition contains at least 0.01% by weight of a polymerization initiator.

Claim 16

Dependent Claim 18 words

The process of claim 2 wherein said composition contains at least 0.01% by weight of a polymerization initiator.

Claim 17

Dependent Claim 18 words

The process of claim 4 wherein said composition contains at least 0.01% by weight of a polymerization initiator.

Claim 18

Dependent Claim 18 words

The process of claim 5 wherein said composition contains at least 0.01% by weight of a polymerization initiator.

Claim 19

Dependent Claim 18 words

The process of claim 6 wherein said composition contains at least 0.01% by weight of a polymerization initiator.

Claim 20

Dependent Claim 18 words

The process of claim 7 wherein said composition contains at least 0.01% by weight of a polymerization initiator.

Claim 21

Dependent Claim 18 words

The process of claim 9 wherein said composition contains at least 0.01% by weight of a polymerization initiator.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1984-12-21	1985-06-22	1985-12-22	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1988-12-21	1989-06-22	1989-12-22	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1992-12-21	1993-06-22	1993-12-22	$7700.00	Window Closed / Lapsed

Process for polymerizing acrylic substituted hydantoins in air

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