Carbonylic halides as activators for phototropic compositions

Claim 2

A phototropic photosensitive composition which comprises: A. at least one compound which contains at least one polymerizable ethylenically unsaturated group of the structure ##STR69## capable of curing, cross linking or polymerizing under the influence of free radicals, B. a free radical producing photo initiator for said compound that is potentiated by actinic radiation, C. a fluoran compound colorformer capable of becoming more intensely colored upon contact with a color activator, and D. a latent activator, present in an effective amount to activate the colorformer under the influence of actinic radiation, comprising a proton donor and a halogenated diamide of a dicarboxylic acid, in which the said halogenated diamide of a dicarboxylic acid has the formula ##STR70## where R aa' is amino that is unsubstituted or substituted by one or two of lower alkyl or halogenated lower alkyl; R bb' is a covalent bond, alkylene or haloalkylene of one to 4 carbon atoms or the group ##STR71## wherein A and B each independently is alkylene or haloalkylene of one to 4 carbon atoms; and R cc' is amino that is unsubstituted or substituted by one or two of lower alkyl or halogenated lower alkyl; and wherein at least one of R aa' , R bb' , and R cc' , is halogenated.

Claim 3

A composition according to claim 1 in which the compound capable of curing, crosslinking or polymerizing is an acrylyl or methacrylyl compound.

Claim 4

A composition according to claim 2 in which the acrylyl or methacrylyl compound has the general formula ##STR72## when the compound has the formula ##STR73## M is H or CH 3 M' is cycloalkyl of 5 to 12 carbon atoms, cycloalkenyl of 5 to 12 atoms, --C.sub.p H.sub.2p M" or ti (C q H 2q O) s C q H 2q+1 ; where p is an integer from 1 to 10 q is an integer from 2 to 4 s is an integer from 0 to 4 M" is hydrogen, hydroxyl, phenoxy, alkoxy or 1to 8 carbon atoms; and where the compound has the formula ##STR74## G is a polyvalent alkylene group of formula --C.sub.x H.sub.2x-y -- in which x is an integer from 2 to 8 y is an integer from 0 to 2 or G is a divalent ether or ester group of formula --(C.sub.q H.sub.2q O).sub.t C.sub.q H.sub.2q -- or --(C.sub.q H.sub.2q COO).sub.t C.sub.q H.sub.2q -- where t is an integer from 1 to 5, q is an integer from 2 to 4 and r is the valence of G and is an integer from 2 to 4.

Claim 5

A composition according to claim 2 in which the acrylyl compound comprises triethyleneglycol diacrylate, tetraethylene glycol diacrylate, pentaerythritol triacrylate, trimethylolpropane triacrylate and pentaerythritol tetraacrylate as a component capable of curing crosslinking or polymerizing.

Claim 6

A composition according to claim 1 in which the photoinitiator as the component B is an aromatic carbonyl compound.

Claim 7

A composition according to claim 1 in which the photoinitiator as the component B is a benzoin ether, benzophenone, an alkylamino benzophenone, a monoaryl ketone, a xanthone, a thioxanthone, or a quinone.

Claim 8

A composition according to claim 1 in which the fluoran compound as the component C has the structural formula ##STR75## where R a is hydrogen or an aliphatic group of one to 12 carbon atoms that is unsubstituted or optionally substituted and that may be interrupted by ##STR76## and that is bound directly via carbon or oxygen; R b is an amino group where one or both hydrogen atoms are optionally replaced by unsubstituted or substituted aliphatic groups, cycloaliphatic groups, aromatic groups or mixed aliphatic-aromatic groups or R b is a heterocyclic group of 3 to 12 ring members bound via a ring nitrogen and containing in addition to nitrogen, one or more of oxygen and sulfur as hetero ring members or R a and R b together form a condensed aromatic nucleus; R c is hydrogen, halogen, an aliphatic group of one to 12 carbon atoms that is unsubstituted or substituted and that may be interrupted by nitrogen or oxygen and that is bound directly via carbon or oxygen, or R c is an amino group where one or both hydrogen atoms are optionally replaced by unsubstituted or substituted aliphatic groups, cycloaliphatic groups, aromatic groups, mixed aliphatic-aromatic groups or where R c is a heterocyclic group with three to twelve ring members containing one or more of nitrogen, oxygen and sulfur as hetero ring members or R c is an aromatic group that is unsubstituted or optionally substituted or a mixed aliphatic-aromatic group or an aromatic ether or aliphatic-aromatic ether group; R d is hydrogen, lower aliphatic or an amino group where one or both hydrogen atoms are optionally replaced by unsubstituted or substituted aliphatic groups, cycloaliphatic groups, aromatic groups, mixed aliphatic-aromatic groups or R d is a heterocyclic group of 3 to 12 ring members containing one or more of nitrogen, oxygen and sulfur as hetero ring members; R e and R f each independently is hydrogen, unsubstituted or substituted aliphatic of one to 12 carbon atoms which may be interrupted by oxygen or nitrogen, and which is be bound directly via carbon, cycloaliphatic groups, aromatic groups, mixed aliphatic-aromatic groups, or R e and R f , together with the nitrogen atom form a heterocyclic group of 3 to 12 ring members, optionally containing, in addition to nitrogen, one or more of sulfur and oxygen as hetero ring members; (R g ) m represents one to 3, independently, of hydrogen, lower aliphatic bound directly via carbon or oxygen, or is halogen, acetamido or optionally substituted amino and provided that at least one of R b , R c and R d is an amino group, as defined.

Claim 9

A composition according to claim 1 in which the fluoran compound as the component C is a 2-amino fluoran.

Claim 10

A composition according to claim 1 in which the fluoran compound as the component C is a 2-amino fluoran of the formula: ##STR77## where R 1 is hydrogen, halogen, alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms R 2 and R 3 each independently is hydrogen, alkyl of one to 12 carbon atoms, alkenyl of 2 to 12 carbon atoms alkoxyalkyl of 2 to 8 carbon atoms, alkoxycarbonylalkyl of 3 to 9 carbon atoms, cycloalkyl of 5 or 6 carbon atoms, acyl of one to 12 carbon atoms, phenyl, naphthyl or benzyl that are unsubstituted or substituted in the aromatic nucleus by one to 3 of amino, mono- or di-alkyl amino of one to 5 carbon atoms, alkyl of one to 7 carbon atoms, alkoxy of one to 7 carbon atoms, carboxyl, alkoxycarbonyl of 2 to 7 carbon atoms, acyl or acylamino of one to 5 carbon atoms, or MeSO 3 -- where Me is alkali metal or R 2 and R 3 together with the associated nitrogen atom form a heterocyclic radical of 3 to 12 ring members selected from pyrrolidinyl, piperidyl, pipecolinyl, perhydroazepinyl, heptamethyleneimino, octamethyleneimino, indolinyl, 1,2,3,4-tetrahydroquinolinyl, hexahydrocarbazolyl, morpholinyl, thiomorpholinyl, piperazinyl, N-alkylpiperazinyl where the alkyl group contains one to 4 carbon atoms, pyrazolinyl, or 3-methylpyrazolinyl R 4 is hydrogen, alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, halogen, amino that is unsubstituted or substituted by one or two of the substituents as defined for R 2 and R 3 , or R 4 is phenyl, phenoxy, benzyl or benzyloxy that is unsubstituted or substituted in the aromatic nucleus by one to 3 of amino, mono- or di-alkyl amino of one to 5 carbon atoms, lower alkyl, lower alkoxy, carboxyl, alkoxycarbonyl of 2 to 7 carbon atoms, acyl of one to 5 carbon atoms or MeSO 3 --where Me is alkali metal R 5 is hydrogen, lower alkyl, lower alkoxy or amino that is unsubstituted or substituted by one or two of the substituents as defined for R 2 and R 3 , including the heterocyclic members, R 6 and R 7 , each independently is selected from the same group as defined for R 2 and R 3 , including the heterocyclic members thereof; (R 8 ) m represents one to 3 members independently selected from hydrogen, alkyl of one to 7 carbon atoms, alkoxy of one to 7 carbon atoms, halogen, acetamido, amino or mono- or di-alkyl amino of one to 7 carbon atoms.

Claim 11

A composition according to claim 1 in which the fluoran compound as the component C is a 2,6-diamino fluoran.

Claim 12

A composition according to claim 9 in which the fluoran compound is a 2,6-diamino fluoran of formula: ##STR78##

Claim 13

A composition according to claim 11 in which R 2 is hydrogen, alkyl of one to 7 carbon atoms or acyl of one to 7 carbon atoms R 3 is hydrogen, alkyl of one to 7 carbon atoms, acyl of one to 7 carbon atoms, phenyl, benzyl or napthyl or where R 2 and R 3 together with the associated nitrogen atom form morpholinyl, piperazinyl, pyrrolidinyl or piperidinyl R 4 is hydrogen, alkyl of one to 7 carbon atoms or alkoxy of one to 7 carbon atoms R 6 and R 7 is each alkyl of one to 5 carbon atoms or together with the associated nitrogen form morpholinyl, piperazinyl, pyrrolidinyl or piperidinyl.

Claim 14

A composition according to claim 1 in which the fluoran compound as the component C has the formula: ##STR79## where R 3 is hydrogen or phenyl R 4 is hydrogen, (C 1 -C 3 ) alkyl or (C 1 -C 3 ) alkoxy and R 6 and R 7 is each (C 1 -C 3 ) alkyl.

Claim 15

A composition according to claim 1 in which the fluoran compound as the component C has the following formula ##STR80## where R 3 is hydrogen or phenyl and R 4 is hydrogen, methyl or methoxy.

Claim 16

A composition according to claim 1 in which the proton donor of component D is a compound of the formula ##STR81## where D is N, As or P R' and R", each independently is hydrogen, linear or branched alkyl of from 1 to about 12 carbon atoms, linear or branched alkenyl of from 2 to about 12 carbon atoms, cycloalkyl of from 3 to about 10 ring carbon atoms, cycloalkenyl of from 3 to about 10 ring carbon atoms, aryl of from 6 to 12 ring carbon atoms, alkaryl of from 6 to about 12 ring carbon atoms, aralkyl of from 6 to 12 ring carbon atoms, R'" has the same meaning as R' and R" except that it cannot be hydrogen and cannot be aryl when both R' and R" are aryl; the aryl groups can be unsubstituted or substituted by one or more of amino, mono- or di-(lower alkyl)amino loweralkylcarbonyl, loweralkoxycarbonyl, loweralkylcarbonyloxy, phenylcarbonyl or aminophenylenecarbonyl where the amino group is unsubstituted or substituted by lower alkyl, or where R' and R'" together with D form a heterocycle and in such case R" and R'" together are divalent alkylene of 2 to 12 carbon atoms, divalent alkenylene of 3 to 12 carbon atoms, divalent alkatrienylene of from 5 to 10 carbon atoms, divalent alkyleneoxyalkylene having a total of from 4 to 12 carbon atoms or divalent alkyleneaminoalkylene having a total of from 4 to 12 carbon atoms.

Claim 17

A composition according to claim 15 where D is nitrogen.

Claim 18

A composition according to claim 15 in which the proton donor of component D is a p-aminophenyl carbonyl of formula ##STR82## where R' and R" are alkyl of one to 4 carbon atoms and R"" is alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, phenyl, loweralkyliminophenylene or di(loweralkyl)aminophenylene.

Claim 19

A composition according to claim 15 in which the proton donor the proton donor of p-(dimethylamino)acetophenone; p-(dimethylamino)propiophenone; p-(dimethylamino)-butyrophenone; p-(dimethylamino)-valerophenone; p-(dimethylamino)myristylphenone; a p-(diloweralkylamino)-benzoic acid ester; 4-dimethylaminobenzophenone; 4-dimethylamino-4'-propylaminobenzophenone; or 4,4'-bis(dimethylamino)benzophenone.

Claim 20

A composition according to claim 1 in which the halogen of said halogenated diamide of a dicarboxylic acid is located alpha- to a carbonyl group.

Claim 21

A composition according to claim 1 in which two halogen atoms of said halogenated diamide of a dicarboxylic acid are located alpha- to a carbonyl group.

Claim 22

A composition according to claim 1 in which the halogenated diamine of a dicarboxylic acid is a diamide of malonic, succinic, or glutaric acid containing at least one alpha-halogen selected from Cl, Br, and I.

Claim 23

A composition according to claim 7 in which the proton donor of component D is a compound of formula ##STR83## where D is N, As or P R' and R", each independently is hydrogen, linear or branched alkyl of from 1 to about 12 carbon atoms, linear or branched alkenyl or from 2 to about 12 carbon atoms, cycloalkyl of from 3 to about 10 ring carbon atoms, cycloalkenyl of from 3 to about 10 ring carbon atoms, aryl of from 6 to 12 ring carbon atoms, alkaryl of from 6 to about 12 ring carbon atoms, aralkyl of from 6 to 12 ring carbon atoms, R'" has the same meaning as R' and R" except that it cannot be hydrogen and cannot be aryl when both R' and R" are aryl; the aryl groups can be unsubstituted or substituted by one or more of amino, mono- or di-(lower alkyl)amino, loweralkylcarbonyl, loweralkoxycarbonyl, loweralkylcarbonyloxy, phenylcarbonyl or aminophenylenecarbonyl where the amino group is unsubstituted or substituted by lower alkyl, or where R' and R'" together with D form a heterocycle and in such case R" and R'" together are divalent alkylene of 2 to 12 carbon atoms, divalent alkenylene of 3 to 12 carbon atoms, divalent alkatrienylene of from 5 to 10 carbon atoms, divalent alkyleneoxyalkylene having a total of from 4 to 12 carbon atoms or divalent alkyleneaminoalkylene having a total of from 4 to 12 carbon atoms.

Claim 24

A composition according to claim 22 in which a. the component A which is capable of curing, crosslinking or polymerizing is an acrylyl or methacrylyl compound, b. the photoinitiator as the component B is an aromatic carbonyl compound, c. the fluoran compound as the component C is as defined, d. the proton donor of component D is a p-aminophenyl carbonyl of formula ##STR84## where R' and R" are alkyl of one to 4 carbon atoms and R"" is alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, phenyl, loweralkyliminophenylene or di(loweralkyl)aminophenylene.

Claim 25

A composition according to claim 9 in which a. the component A capable of curing, crosslinking or polymerizing is an acrylyl or methacrylyl compound, b. the photoinitiator as the component B is a benzoin ether, benzophenone, an alkylamino benzophenone, a monoaryl ketone, a xanthone, a thioxanthone or a quinone, c. the fluoran compound as the component C is as defined, d. the proton donor of component D is a p-aminophenyl carbonyl of formula ##STR85## where R' and R' are alkyl of one to 4 carbon atoms and R"" is alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, phenyl, loweralkyliminophenylene or di(loweralkyl)aminophenylene.

Claim 26

A composition according to claim 11 which comprises: a. an acrylyl or methacrylyl compound as the component A, b. a benzoin ether, benzophenone, an alkylamino benzophenone, a monoaryl ketone, a xanthone, a thioxanthone or a quinone as the component B, c. a fluoran compound as defined as the component C, d. a latent activator as the component D comprising: (i) a p-aminophenyl carbonyl of formula: ##STR86## where R' and R" are alkyl of one to 4 carbon atoms and R"" is alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, pheny, loweralkyliminophenylene or di(loweralkyl)-aminophenylene, and (ii) a halogenated diamide of malonic, succinic or glutaric acid containing at least one alphahalogen atom selected from Cl, Br and I as the halogenated diamide of a dicarboxylic acid.

Claim 27

A composition according to claim 15 which comprises: a. an acrylyl or methacrylyl compound as the component A, b. a benzoin ether, benzophenone, an alkylamino benzophenone, a monoaryl ketone, a xanthone, a thioxanthone or a quinone as the component B, c. a fluoran compound as the component C as defined, d. a latent activator as the component D comprising (i) a photon donor comprising a p-aminophenyl carbonyl of formula ##STR87## Where R' and R" are alkyl of one to 4 carbon atoms and R"" is alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, phenyl, loweralkyliminophenylene or di(loweralkyl)aminophenylene, and (ii) a halogenated diamide of malonic, succinic or glutaric acid containing at least one alphahalogen selected from Cl, Br and I as the halogenated diamide of a dicarboxylic acid.

Claim 28

A composition according to claim 1 which comprises: 40 to 70 percent by weight of a preformed polymer binder; 30 to 50 percent by weight of curable crosslinkable or polymerizable compound selected from acrylyl and methacrylyl compounds and mixtures thereof as the component A; 1 to 10 percent by weight of photoinitiator selected from benzoin ethers, benzophenone, alkylaminobenzophenones, monoaryl ketones, xanthones, thioxanthones, quinones and mixtures thereof as the component B; 0.01 to 2 percent by weight of fluoran compound as the component C; 0.1 to 5 percent by weight of a halogenated diamide amide of malonic, succinic or glutaric acid containing at least one alpha-halogen selected from Cl, Br and I as the halogenated diamide of a dicarboxylic acid of component D, and 0.1 to 10 percent by weight of a tertiary amine as the proton donor of component D.

Claim 29

A composition according to claim 27 in the form of an assembly comprising a support sheet, photosensitive composition, one surface of which is adhered to the support sheet, and a transparent sheet adhered to the other surface of the photosensitive composition.

Claim 30

A composition according to claim 27 in the form of a thin layer on a support.

Claim 31

An article according to claim 29 in which the support is a conductive metal layer.

Claim 32

An article according to claim 29 in which the support is non-conductive.

Claim 33

A composition according to claim 22 which comprises: 15 to 70 percent by weight of an ethylenically unsaturated component capable of curing, crosslinking, or polymerizing under the influence of free radicals as the component A; 10 to 50 percent by weight of a preformed polymeric binder or of a compound capable of curing, crosslinking or polymerizing with said ethylenically unsaturated component under the influence of free radicals; 0.1 to 10 percent by weight of a photoinitiator as the component B; 0.01 to 2 percent by weight of fluoran compound as the component C; 0.1 to 10 percent by weight of a tertiary amine as the proton donor of the component D, and 0.1 to 5 percent by weight of a halogenated diamide of malonic, succinic or glutaric acid containing at least one alpha-halogen selected from Cl, Br and I as the halogenated diamide of a dicarboxylic acid of the component D.

Claim 34

A composition according to claim 22 which comprises: 15 to 70 percent by weight of an ethylenically unsaturated component capable of curing, crosslinking or polymerizing under the influence of free radicals as the component A; 10 to 50 percent by weight of preformed polymeric binder or of a compound capable of curing, crosslinking or polymerizing with said ethylenically unsaturated component under the influence of free radicals; 0.1 to 10 percent by weight of the photoinitiator as the component B; 0.01 to 2 percent by weight of fluoran the compound as the component C; 0.1 to 5 percent by weight of a halogenated diamide of malonic, succinic or glutaric acid containing at least one alpha-halogen selected from Cl, Br and I as the halogenated diamide of a dicarboxylic acid of component D; 0.1 to 10 percent by weight of a tertiary amine as the proton donor of component D.

Claim 35

A composition according to claim 33 which comprises: 15 to 70 percent by weight of an acrylyl or methacrylyl compound as the component A; 10 to 50 percent by weight of a preformed polymeric binder or of a compound capable of curing, crosslinking or polymerizing with said acrylyl or methacrylyl compound under the influence of free radicals; 0.1 to 10 percent by weight of an aryl carbonyl compound as the photoinitiator as the component B; 0.1 to 2 percent by weight of fluoran compound as the component C; 0.1 to 5 percent by weight of a halogenated diamide of malonic, succinic or glutaric acid containing at least one alpha-halogen selected from Cl, Br and I as the halogenated diamide of a dicarboxylic acid; 0.1 to 10 percent by weight of a p-aminophenyl carbonyl compound as the proton donor of component D.

Claim 36

A composition according to claim 34 in which the photoinitiator is a benzoin ether, benzophenone, an alkylaminobenzophenone, a monoaryl ketone, a xanthone, a thioxanthone or a quinone, and the p-aminophenyl carbonyl compound has the formula: ##STR88## where R' and R" are alkyl of one to 4 carbon atoms and R"" is alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, phenyl, loweralkyliminophenylene or di(lower alkyl)aminophenylene.

Claim 37

A process which comprises applying the composition of claim 22 to a substrate and thereafter imagewise exposing said composition to actinic radiation.

Claim 38

A process which comprises applying the composition of claim 33 to a substrate and thereafter imagewise exposing said composition to actinic radiation.

Claim 39

A phototropic photosensitive composition which comprises: A. at least one compound which contains at least one polymerizable ethylenically unsaturated group of the structure ##STR89## capable of curing, cross linking or polymerizing under the influence of free radicals, B. a free radical producing photo initiator for said compound that is potentiated by actinic radiation, C. a colorformer capable of becoming more intensely colored upon contact with a color activator, said colorformer comprising the free base of a dyestuff whose halide salt is more intensely colored than the free base, and D. at latent activator, present in an effective amount to activate the colorformer under the influence of actinic radiation comprising a proton donor and a halogenated diamide of a dicarboxylic acid. in which the said halogenated diamide of a dicarboxylic acid has the formula: ##STR90## where R aa' is amino that is unsubstituted or substituted by one or two of lower alkyl or halogenated lower alkyl; R bb' is a covalent bond, alkylene or haloalkylene of one to 4 carbon atoms or the group ##STR91## where A and b each independently is alkylene or haloalkylene of one to 4 carbon atoms; and R cc' is amino that is unsubstituted or substituted by one or two of lower alkyl or halogenated lower alkyl; and wherein at least one of R aa' , R bb' , and R cc' is haogenated.

Claim 40

A phototropic photosensitive composition which comprises: A. at least one compound which contains at least one polymerizable ethylenically unsaturated group of the structure ##STR89## capable of curing, cross linking or polymerizing under the influence of free radicals, B. a free radical producing photo initiator for said compound that is potentiated by actinic radiation, C. a colorformer capable of becoming more intensely colored upon contact with a color activator, said colorformer comprising the free base of a dyestuff whose halide salt is more intensely colored than the free base, and D. at latent activator, present in an effective amount to activate the colorformer under the influence of actinic radiation comprising a proton donor and a halogenated diamide of a dicarboxylic acid. in which the said halogenated diamide of a dicarboxylic acid has the formula: ##STR90## where R aa' is amino that is unsubstituted or substituted by one or two of lower alkyl or halogenated lower alkyl; R bb' is a covalent bond, alkylene or haloalkylene of one to 4 carbon atoms or the group ##STR91## where A and b each independently is alkylene or haloalkylene of one to 4 carbon atoms; and R cc' is amino that is unsubstituted or substituted by one or two of lower alkyl or halogenated lower alkyl; and wherein at least one of R aa' , R bb' , and R cc' is haogenated.

Claim 41

A composition according to claim 38 in which the compound as the component A is an acrylyl or methacrylyl compound.

Claim 42

A composition according to claim 39 in which the acrylyl or methacrylyl compound has the general formula ##STR92## when the compound has the formula ##STR93## M is H or CH 3 M' is cycloalkyl of 5 to 12 carbon atoms, cycloalkenyl of 5 to 12 atoms, --C.sub.p H.sub.2p M" or (C.sub.q H.sub.2q O).sub.s C.sub.q H.sub.2q+1 ; where p is an integer from 1 to 10 q is an integer from 2 to 4 s is an integer from 0 to 4 M" is hydrogen, hydroxyl, phenoxy, alkoxy of 1 to 8 carbon atoms; and where the compound has the formula ##STR94## G is a polyvalent alkylene group of formula --C.sub.x H.sub.2x-y -- in which x is an integer from 2 to 8 y is an integer from 0 to 2 or G is a divalent ether or ester group of formula --(C.sub.q H.sub.2q O).sub.t C.sub.q H.sub.2q -- or --(C.sub.q H.sub.2q COO).sub.t C.sub.q H.sub.2q -- where t is an integer from 1 to 5, q is an integer from 2 to 4 and r is the valence of G and is an integer from 2 to 4.

Claim 43

A composition to claim 39 in which the acrylyl compound is triethyleneglycol diacrylate, tetraethylene glycol diacrylate, pentaerythritol triacrylate, trimethylolpropane triacrylate or pentaerythritol tetraacrylate.

Claim 44

A composition according to claim 38 in which the photoinitiator as the component B is an aromatic carbonyl compoumd.

Claim 45

A composition according to claim 38 in which the photoinitiator as the component B is a benzoin ether, benzophenone, an alkylamino benzophenone, a monoraryl ketone, a xanthone, a thioxanthone, or a quinone.

Claim 46

A composition according to claim 38 in which the proton donor of component D is a compound of the formula ##STR95## where D is N, As or P R' and R", each independently is hydrogen, linear or branched alkyl of from 1 to about 12 carbon atoms, linear or branched alkenyl of from 2 to about 12 carbon atoms, cycloalkyl of from 3 to about 10 ring carbon atoms, cycloalkenyl of from 3 to about 10 ring carbon atoms, aryl of from 6 to 12 ring carbon atoms, alkaryl of from 6 to about 12 ring carbon atoms, aralkyl of from 6 to 12 ring carbon atoms, R'" has the same meaning as R' and R" except that it cannot be hydrogen and cannot be aryl when both R' and R" are aryl; the aryl groups can be unsubstituted or substituted by one or more of amino, mono- or di-(lower alkyl)amino loweralkylcarbonyl, loweralkoxycarbonyl, loweralkylcarbonyloxy, phenylcarbonyl or aminophenylenecarbonyl where the amino group is unsubstituted or substituted by lower alkyl, or where R' and R'" together with D form a heterocycle and in such case R" and R'" together are divalent alkylene of 2 to 12 carbon atoms, divalent alkenylene of 3 to 12 carbon atoms, divalent alkatrienylene of from 5 to 10 carbon atoms, divalent alkyleneoxyalkylene having a total of from 4 to 12 carbon atoms or divalent alkyleneaminoalkylene having a total of from 4 to 12 carbon atoms.

Claim 47

A composition according to claim 44 where D is nitrogen.

Claim 48

A composition according to claim 44 in which the proton donor of component D is a p-aminophenyl carbonyl of formula ##STR96## where R' and R" are alkyl of one to 4 carbon atoms and R"" is alkyl of one to 12 carbon atoms, alkoxy of one to 12 carbon atoms, phenyl, loweralkyliminophenylene or di(loweralkyl)aminophenylene.

Claim 49

A composition according to claim 44 in which the proton donor of component D is p-(dimethylamino)acetophenone; p-(dimethylamino)propiophenone; p-(dimethylamino)-butyrophenone; p-(dimethylamino)-valerophenone; p-(dimethylamino)myristylphenone; a p-(diloweralkylamino)-benzoic acid ester; 4-dimethylaminobenzophenone; 4-dimethylamino-4'-propylaminobenzophenone; or 4,4'-bis(dimethylamino)benzophenone.

Claim 50

A composition according to claim 38 in which the halogen of said halogenated diamide of a dicarboxylic acid is located alpha- to a carbonyl group.

Claim 51

A composition according to claim 38 in which two halogen atoms of said halogenated diamide of a dicarboxylic acid are located alpha- to a carbonyl group.

Claim 52

A composition according to claim 38 in which the halogenated diamide of a dicarboxylic acid is a diamide of malonic, succinic, or glutaric acid containing at least one alpha-halogen selected from Cl, Br, and I.

Claim 53

A composition according to claim 38 which comprises: 40 to 70 percent by weight of a preformed polymer binder; 30 to 50 percent by weight of curable crosslinkable or polymerizable component selected from acrylyl and methacrylyl compounds and mixtures thereof as the component A; 1 to 10 percent by weight of photoinitiator selected from benzoin ethers, benzophenone, alkylaminobenzophenones, monoaryl ketones, xanthones, thioxanthones, quinones and mixtures thereof as the component B; 0.01 to 2 percent by weight of fluoran compound as the component C; 0.1 to 5 percent by weight of a halogenated diamide of malonic, succinic or glutaric acid containing at least one alpha-halogen selected from Cl, Br and I as the halogenated diamide of a dicarboxylic acid of component D, and 0.1 to 10 percent by weight of a tertiary amine as the proton donor of component D.

Claim 54

A composition according to claim 51 in the form of an assembly comprising a support sheet, photosensitive composition, one surface of which is adhered to the support sheet, and a transparent sheet adhered to the other surface of the photosensitive composition.

Claim 55

A composition according to claim 51 in the form of a thin layer on a support.

Claim 56

An article according to claim 53 in which the support is a conductive metal layer.

Claim 57

An article according to claim 53 in which the support is non-conductive.

Claim 58

A composition according to claim 38 in which the colorformer as the component C is the free base of a ketone imine, an amino triarylmethane, an amino xanthene, an amino acridine or a methine or polymethine dyestuff.

Claim 59

A composition according to claim 56 in which the colorformer is the free base of an amino triarylmethane dyestuff.

Claim 60

A composition according to claim 56 in which the colorformer is the free base of an amino xanthene dyestuff.

Claim 61

A composition according to claim 56 in which the colorformer is the free base of an amino acridine dyestuff.

Claim 62

A composition according to claim 56 in which the colorformer is a methine or polymethine dyestuff.

Claim 63

A composition according to claim 56 in which the colorformer is the free base of a Ketone-imine dyestuff.

Claim 64

A composition according to claim 27 in the form of a thin layer.

Claim 65

A composition according to claim 51 in the form of a thin layer.