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US4985472A Expired / Lapsed US ⏱️ 0.0 years remaining

Actinic ray curable composition for casting polymerization and casting polymerization molded products

Assignee: Mitsubishi Chemical Corp
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Filing: 1988-04-28
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Granted: 1991-01-15
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Expires: 2008-04-28
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Abstract

Abstract An actinic ray curable composition for casting polymerization which comprises: (A) 40-90 parts by weight of an urethane poly(meth)acrylate having at least two (meth)acryloyl groups in one molecule, (B) 10-60 parts by weight of a radical polymerizable vinyl monomer having a boiling point of 100° C. or higher, and (C) 0.005-5 parts by weight, per 100 parts by weight of total of the above components (A) and (B), of at least one member selected from methylphenyl glyoxylate, 2-hydroxy-2-methyl-1-phenylpropane-1-one, hydroxycyclohexyl phenyl ketone and a photo-initiator represented by the general formula (I): ##STR1## (wherein R 1 and R 2 which may be identical or different each represents a phenyl group, a methoxy group, an ethoxy group or an isopropyloxy group) and a casting polymerization molded product obtained by radical polymerization of said composition by irradiation with actinic ray.

Inventors

  • 👤 Fumito Aosai
  • 👤 Hiroshi Fukushima
  • 👤 Hisako Hado

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 02:48
CPC Classifications
C; C08; C08F; C08F299/00; C08F299/02; C08F299/06; C08F299/065

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 215 words
An actinic ray curable composition for casting polymerization which comprises: (A) 40-90 parts by weight of an urethane poly(meth)acrylate having at least two (meth)acryloyl groups in one molecule, obtained by addition reaction of a hydroxyl group-containing (meth)acrylate and a polyisocyanate represented by the general formula (IV) ##STR10## (wherein Ar represents a phenyl group, a biphenyl group, a naphthylene group or a diphenylmethane group), (B) 10-60 parts by weight of a radical polymerizable vinyl monomer having a boiling point of 100° C. or higher, being at least one monofunctional monomer selected from benzyl (meth)acrylate, phenyl (meth)acrylate, phenoxyethyl (meth)acrylate, biphenyl (meth) acrylate and cyclohexyl (meth)acrylate and/or at least one polyfunctional monomer selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, pentaethylene glycol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tetrapropylene glycol di(meth)acrylate, 2,2 -bis(4-(meth)acryloxydiethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxydiethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxypentaethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxyethoxy-3,5-dibromophenyl)propane, 2,2'-bis(4-(meth)acryloxydiethoxy-3,5-dibromophenyl)propane and 2,2'-bis(4-(meth)acryloxypentaethoxy-3,5-dibromo-phenyl)propane, and (C) 0.01 to 0.1 parts by weight, per 100 parts by weight of total of the above components (A) and (B), of at least one member selected from methylphenyl glyoxylate, 2-hydroxy-2-methyl-1-phenylpropane-1-one, hydroxycyclohexyl phenyl ketone and a photo-initiator represented by the general formula (I): ##STR11## (wherein R 1 and R 2 which may be identical or different each represents a phenyl group, a methoxy group, an ethoxy group or an isopropyloxy group).
Claim 2
Dependent Claim 215 words
An actinic ray curable composition for casting polymerization which comprises: (A) 40-90 parts by weight of an urethane poly(meth)acrylate having at least two (meth)acryloyl groups in one molecule, obtained by addition reaction of a hydroxyl group-containing (meth)acrylate and a polyisocyanate represented by the general formula (IV) ##STR10## (wherein Ar represents a phenyl group, a biphenyl group, a naphthylene group or a diphenylmethane group), (B) 10-60 parts by weight of a radical polymerizable vinyl monomer having a boiling point of 100° C. or higher, being at least one monofunctional monomer selected from benzyl (meth)acrylate, phenyl (meth)acrylate, phenoxyethyl (meth)acrylate, biphenyl (meth) acrylate and cyclohexyl (meth)acrylate and/or at least one polyfunctional monomer selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, pentaethylene glycol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tetrapropylene glycol di(meth)acrylate, 2,2 -bis(4-(meth)acryloxydiethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxydiethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxypentaethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxyethoxy-3,5-dibromophenyl)propane, 2,2'-bis(4-(meth)acryloxydiethoxy-3,5-dibromophenyl)propane and 2,2'-bis(4-(meth)acryloxypentaethoxy-3,5-dibromo-phenyl)propane, and (C) 0.01 to 0.1 parts by weight, per 100 parts by weight of total of the above components (A) and (B), of at least one member selected from methylphenyl glyoxylate, 2-hydroxy-2-methyl-1-phenylpropane-1-one, hydroxycyclohexyl phenyl ketone and a photo-initiator represented by the general formula (I): ##STR11## (wherein R 1 and R 2 which may be identical or different each represents a phenyl group, a methoxy group, an ethoxy group or an isopropyloxy group).
Claim 3
Dependent Claim 42 words
An actinic ray curable composition for casting polymerization according to claim 1 wherein the radical polymerizable vinyl monomer (B) represented by the general formula (II) is at least one selected from benzyl (meth)acrylate, phenyl (meth)acrylate, phenoxyethyl (meth)acrylate, biphenyl (meth)acrylate and cyclohexyl (meth)acrylate.
Claim 4
Dependent Claim 32 words
An actinic ray curable composition for casting polymerization according to claim 1 wherein the polyisocyanate represented by the general formula (IV) is at least one selected from m-tetramethylxylene diisocyanate and p-tetramethylxylene diisocyanate.
Claim 5
Dependent Claim 40 words
An actinic ray curable composition for casting polymerization according to claim 1 wherein the polymerization initiator (C) is 2,4,6-trimethylbenzoyl-diphenylphosphine oxide and is used in an amount of 0.01-0.1 part by weight per 100 parts by weight of casting polymerization composition.
Claim 6
Dependent Claim 226 words
A casting polymerization molded product obtained by radical polymerization, with actinic ray, of an actinic ray curable composition for casting polymerization comprising: (A) 40-90 parts by weight of an urethane poly-(meth)acrylate having at least two (meth)acryloyl groups in one molecule obtained by addition reaction of a hydroxyl group-containing (meth)acrylate and a polyisocyanate represented by the general formula (IV) ##STR12## (wherein Ar represents a phenyl group, a biphenyl group, a naphthalene group or a diphenylmethane group), (B) 10-60 parts by weight of a radical polymerizable vinyl monomer having a boiling point of 100° C. or higher, being at least one monofunctional monomer selected from benzyl (meth)acrylate, phenyl (meth)acrylate, phenoxyethyl (meth)acrylate, biphenyl (meth) acrylate and cyclohexyl (meth)acrylate and/or at least one polyfunctional monomer selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, pentaethylene glycol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, dipropylene glycol di,(meth)acrylate, tetrapropylene glycol di(meth)acrylate, 2,2'-bis(4-(meth)acryloxydiethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxypentaethoxyphenyl) propane, 2,2'-bis(4-(meth)acryloxyethoxy)-3,5-dibromophenyl)propane, 2,2'-bis(4-(meth)acryloxydiethoxy-3,5-dibromophenyl)propane and 2,2'-bis(4-(meth)acryloxypentaethoxy-3,5-dibromophenyl)propane, and (C) 0.01 to 0.1 parts by weight, per 100 parts by weight of total of the above components (A) and (B), of at least one member selected from methylphenyl glyoxylate, 2-hydroxy-2-methyl-1-phenylpropane-1-one, hydroxycyclohexyl phenyl ketone and a photo-initiator represented by the general formula (I): ##STR13## (wherein R 1 and R 2 which may be identical or different each represents a phenyl group, a methoxy group, an ethoxy group or an isopropyloxy group).
Claim 7
Dependent Claim 226 words
A casting polymerization molded product obtained by radical polymerization, with actinic ray, of an actinic ray curable composition for casting polymerization comprising: (A) 40-90 parts by weight of an urethane poly-(meth)acrylate having at least two (meth)acryloyl groups in one molecule obtained by addition reaction of a hydroxyl group-containing (meth)acrylate and a polyisocyanate represented by the general formula (IV) ##STR12## (wherein Ar represents a phenyl group, a biphenyl group, a naphthalene group or a diphenylmethane group), (B) 10-60 parts by weight of a radical polymerizable vinyl monomer having a boiling point of 100° C. or higher, being at least one monofunctional monomer selected from benzyl (meth)acrylate, phenyl (meth)acrylate, phenoxyethyl (meth)acrylate, biphenyl (meth) acrylate and cyclohexyl (meth)acrylate and/or at least one polyfunctional monomer selected from ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, pentaethylene glycol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, dipropylene glycol di,(meth)acrylate, tetrapropylene glycol di(meth)acrylate, 2,2'-bis(4-(meth)acryloxydiethoxyphenyl)propane, 2,2'-bis(4-(meth)acryloxypentaethoxyphenyl) propane, 2,2'-bis(4-(meth)acryloxyethoxy)-3,5-dibromophenyl)propane, 2,2'-bis(4-(meth)acryloxydiethoxy-3,5-dibromophenyl)propane and 2,2'-bis(4-(meth)acryloxypentaethoxy-3,5-dibromophenyl)propane, and (C) 0.01 to 0.1 parts by weight, per 100 parts by weight of total of the above components (A) and (B), of at least one member selected from methylphenyl glyoxylate, 2-hydroxy-2-methyl-1-phenylpropane-1-one, hydroxycyclohexyl phenyl ketone and a photo-initiator represented by the general formula (I): ##STR13## (wherein R 1 and R 2 which may be identical or different each represents a phenyl group, a methoxy group, an ethoxy group or an isopropyloxy group).
Claim 8
Dependent Claim 38 words
A casting polymerization molded product according to claim 5 wherein the radical polymerizable monomer (B) represented by the general formula (II) is at least one selected from benzyl (meth)acrylate, phenyl (meth)acrylate, phenoxyethyl (meth)acrylate, biphenyl (meth)acrylate and cyclohexyl (meth)acrylate.
Claim 9
Dependent Claim 29 words
A casting polymerization molded product according to claim 5 wherein the polyisocyanate represented by the general formula (IV) is at least one selected from m-tetramethylxylene diisocyanate and p-tetramethylxylene diisocyanate.
Claim 10
Dependent Claim 37 words
A casting polymerization molded product according to claim 5 wherein the polymerization initiator (C) is 2,4,6-trimethylbenzoyldiphenylphosphine oxide and is used in an amount of 0.01-0.1 part by weight per 100 parts by weight of casting polymerization composition.

References Cited (Backward Citations)

US3553174A Cited
US3907865A Cited
US4265723A Cited
US4443588A Cited
JPS60163911A Cited
JPS6121121A Cited
JPS61278521A Cited
EP0204575A2 Cited
EP0239641A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-01-14 1994-07-16 1995-01-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-01-14 1998-07-16 1999-01-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-01-14 2002-07-16 2003-01-15 $7700.00 Window Closed / Lapsed

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