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US4537667A Expired / Lapsed US ⏱️ 0.0 years remaining

Radiation-curable copolymers of monoethylenic monomers

Assignee: Stamicarbon BV
•
Filing: 1984-04-25
•
Granted: 1985-08-27
•
Expires: 2004-04-25
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Abstract

Abstract Radiation-curable linear addition polymers or copolymers are disclosed having a weight average molecular weight of from about 1,500 to about 15,000 of polymerized monoethylenically unsaturated monomers, which may include up to 25% by weight of an hydroxy-functional monomer, and which carries an hydroxyl group at most of its ends, reacted with a monoethylenically unsaturated monomer carrying a single functional group reactive with the hydroxyl group, so that the polymer carries monoethylenically unsaturated groups bonded to an average of from 1.6 to 5 of the hydroxyl groups per polymer molecule. The preferred radiation-curable polymers are liquid to slowly flowable at room temperature in the absence of organic solvent, and the monoethylenically unsaturated groups are preferably acrylate groups to enable an ultraviolet cure. The terminal hydroxyl groups and the unusually low molecular weight are provided using a bis hydroxyorganic xanthogen disulfide as a chain terminating catalyst when the polymers are formed, and a small proportion of additional hydroxy functionality can be incorporated into the polymers using a hydroxyl functional monomer.

Inventors

  • 👤 Timothy E. Bishop
  • 👤 George Pasternack
  • 👤 John M. Zimmerman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 08:00
CPC Classifications
C; C08; C08F; C08F8/00

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 153 words
A radiation-curable linear addition polymer or copolymer having a weight average molecular weight of from about 1,500 to about 15,000 of polymerized monoethylenically unsaturated monomers, which may include up to 25% by weight of an hydroxy-functional monomer, and which carries an hydroxyl group at most of its ends, reacted with a monoethylenically unsaturated monomer carrying a single functional group reactive with the hydroxyl group, so that the polymer carries monoethylenically unsaturated groups bonded to an average of from 1.6 to 5 of the hydroxyl groups per polymer molecule, said polymer having the structure: ##STR3## where R is an organic radical free of reactive groups, R1, R2, R3 and R4 are the remaining groups in the monoethylenic monomers which were polymerized, or hydrogen, n is the number of repeating units in the polymer providing the said molecular weight, and X is the residue of a monoethylenically unsaturated monomer having a single hydroxy-reactive functional group.
Claim 2
Dependent Claim 153 words
A radiation-curable linear addition polymer or copolymer having a weight average molecular weight of from about 1,500 to about 15,000 of polymerized monoethylenically unsaturated monomers, which may include up to 25% by weight of an hydroxy-functional monomer, and which carries an hydroxyl group at most of its ends, reacted with a monoethylenically unsaturated monomer carrying a single functional group reactive with the hydroxyl group, so that the polymer carries monoethylenically unsaturated groups bonded to an average of from 1.6 to 5 of the hydroxyl groups per polymer molecule, said polymer having the structure: ##STR3## where R is an organic radical free of reactive groups, R1, R2, R3 and R4 are the remaining groups in the monoethylenic monomers which were polymerized, or hydrogen, n is the number of repeating units in the polymer providing the said molecular weight, and X is the residue of a monoethylenically unsaturated monomer having a single hydroxy-reactive functional group.
Claim 3
Dependent Claim 21 words
A polymer as recited in claim 1 which is liquid to slowly flowable at room temperature in the absence of solvent.
Claim 4
Dependent Claim 16 words
A polymer as recited in claim 1 in which said monoethylenically unsaturated groups are acrylate groups.
Claim 5
Dependent Claim 28 words
A polymer as recited in claim 1 in which said polymerized monoethylenically unsaturated monomers include from 1% to 10% by weight of total monomers of an hydroxyl-functional monomer.
Claim 6
Dependent Claim 19 words
A polymer as recited in claim 1 in which said polymerized monoethylenically unsaturated monomers do not include hydroxyl-functional monomer.
Claim 7
Dependent Claim 28 words
A polymer as recited in claim 1 in which said monoethylenically unsaturated groups are linked to said polymer by a linkage selected from ester, ether and urethane linkages.
Claim 8
Dependent Claim 86 words
A polymer as recited in claim 1 in which said polymer has the structure: ##STR4## where R is an organic radical free of reactive groups, R 1 , R 2 , R 3 and R 4 are the remaining groups in the monoethylenic monomers which were polymerized, or hydrogen, n is the number of repeating units in the polymer providing a molecular weight of from about 2,000 up to 12,000, and X is the residue of a monoethylenically unsaturated monomer having a single hydroxy-reactive functional group.
Claim 9
Dependent Claim 21 words
A polymer as recited in claim 1 in which said hydroxy-reactive functional group is selected from hydroxy, carboxy and isocyanate groups.
Claim 10
Dependent Claim 30 words
A liquid coating composition comprising at least 25% by weight of the polymer of claim 1 in admixture with liquid components selected from monoethylenically unsaturated liquids and polyethylenically unsaturated liquids.
Claim 11
Dependent Claim 27 words
A liquid coating composition as recited in claim 9 in which said monoethylenically unsaturated liquid is selected from isobornyl acrylate, N,N-dimethyl acrylamide, phenoxyethyl acrylate and ethoxyethoxyethyl acrylate.
Claim 12
Dependent Claim 16 words
A liquid coating composition as recited in claim 9 in which a liquid polyacrylate is present.
Claim 13
Dependent Claim 28 words
A liquid coating composition as recited in claim 11 in which said liquid polyacrylate is selected from trimethylol propane triacrylate, butylene glycol diacrylate, glyceryl diacrylate and pentaerythritol triacrylate.
Claim 14
Dependent Claim 26 words
A liquid coating composition as recited in claim 9 in which said composition includes a photoinitiator and/or a photosensitizer rendering the composition sensitive to ultraviolet light.

References Cited (Backward Citations)

US3047544A Cited
US3776889A Cited
US3838140A Cited
US4130518A Cited
US4156764A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-08-26 1989-02-25 1989-08-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-08-26 1993-02-25 1993-08-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-08-26 1997-02-25 1997-08-27 $7700.00 Window Closed / Lapsed

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