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US3882007A Expired / Lapsed US ⏱️ 0.0 years remaining

Photohardenable fatty acid-modified vinylated polyester resin composition

Assignee: Kansai Paint Co Ltd
•
Filing: 1973-11-05
•
Granted: 1975-05-06
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Expires: 1993-11-05
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Abstract

Abstract Photohardenable fatty acid-modified vinylated polyester resin composition essentially consisting of a vinyl monomer, a photosensitizer and a fatty acid-modified vinylated polyester resin which is prepared by reacting an addition product obtained by a reaction between a diisocyanate compound and a vinyl monomer having a hydroxyl group with free hydroxyl groups present in the skeletal structure of a saturated or unsaturated polyester resin modified with fatty acids consisting of drying oil, semi-drying oil or a mixture thereof.

Inventors

  • 👤 Tadashi Watanabe
  • 👤 Koichiro Murata
  • 👤 Kenjiro Tsubouchi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 18:35
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/68; C08G63/685; C08G63/6854; C08G63/6858; C08F; C08F299/00; C08F299/02; C08F299/04; C08F299/0407; C08F299/0421; C08F299/0428; C08F299/0435; C08G18/00; C08G18/06; C08G18/70; C08G18/81; C08G18/8141; C08G18/815; C08G18/8158

Claims Analysis

Total Claims: 33
Claim 1
Independent Claim 52 words
A FATTTY ACID-MODIFIED VINYLATED POLYESTER RESIN PREPARED BY REACTING 1.0 MOLE OF A DIISOCYANATE SELETED FROM THE GROUP CONSISTING OF TOLUENE DIISOCYANATE AND HEXAMETHYLENE DISOCYANATE WITH 0.7 TO 1.3 MOLES OF 2HYDROXYETHYLMETHACRYLATE TO PROVIDE AN ISOCYANATETERMINATED ADDUCT AND THEN REACTING 0.4 TO 1.2 MOLES OF SAID ISOCYANATETERMINATED ADDUCT PER MOLE OF A
Claim 2
Dependent Claim 52 words
A FATTTY ACID-MODIFIED VINYLATED POLYESTER RESIN PREPARED BY REACTING 1.0 MOLE OF A DIISOCYANATE SELETED FROM THE GROUP CONSISTING OF TOLUENE DIISOCYANATE AND HEXAMETHYLENE DISOCYANATE WITH 0.7 TO 1.3 MOLES OF 2HYDROXYETHYLMETHACRYLATE TO PROVIDE AN ISOCYANATETERMINATED ADDUCT AND THEN REACTING 0.4 TO 1.2 MOLES OF SAID ISOCYANATETERMINATED ADDUCT PER MOLE OF A
Claim 3
Dependent Claim 4 words
STYRENE AND ITS DERIVATIVES
Claim 4
Dependent Claim 4 words
STYRENE AND ITS DERIVATIVES
Claim 5
Dependent Claim 29 words
A PHOTOHARDENABLE FATTY ACID-MODIFIED VINYLATED POLYSTER REDIN COMPOSITION COMPRISING A. FROM ABOUT 10 TO ABOUT 60 PERCENT BY WEIGHT OF A VINYL MONOMER SELECTED ROM THE GROUP CONSISTING OF
Claim 6
Dependent Claim 29 words
A PHOTOHARDENABLE FATTY ACID-MODIFIED VINYLATED POLYSTER REDIN COMPOSITION COMPRISING A. FROM ABOUT 10 TO ABOUT 60 PERCENT BY WEIGHT OF A VINYL MONOMER SELECTED ROM THE GROUP CONSISTING OF
Claim 7
Dependent Claim 247 words
A FATTY ACID-MODIFIED VINYLATECD POLYESTER RESIN PREPARED BY REACTING 1.0 MOLE OF A DIISOCYANE SELECTED FROM THE GROUP CONSISTING OF TOLUENE DIISOCYANATE AND HEXAMETHYLENE DIISOCYANATE WITH 0.7 TO 1.3 MOLES OF 2HYDROXYTHYLMETHACRYLATE TO PROVIDE AN ISOCYANATETERMINATED ADDUCT AND THEN REACTING 0.4 TO 1.2 MOLES OF SAID ISOCYANATE-TERMINATED ADDUCT PER MOLE OF PENDANT HYDROXYL OF A LINSEED OIL FATTY ACID-MODIFIED POLYESTER RESIN OF INGREDIENTS COMPRISING ISOPHTHALIC ACID, NEOPENTYL GLYCOL, TRIMETHYLOLPROPANE AND FUMARIC ACID, SAID FATTY CID-MODIFIED VINYLATED POLYESTER RESIN HAVING FROM 0.2 TO 3.0 UNITS OF ALPHA, BETA-OLEFINIC ACID, RATION PER 1,000 UNITS MOLECULAR WEIGHT OF SAID RESIN, A NUMBER AVERAGE MOLECULAR WEIGHT OF ABOUT 800 TO ABOUT 5,000, A FATTY ACID CONTENT OF ABOUT 5 TO 35 PERCENT BY WEIGHT BASED ON THE TOTA WEIGHT OF THE FATTY ACID AND UNMODIFIED POLYESTER RESIN, A NUMBER OF HYDROXYL GROUPS OF ABOUT 0.5 TO 3.0 UNITW PER 1,000 UNITS MOLECULAR WEIGHT. AND AN ACID VALUE OF ABOUT 5 TO ABOUT 30, C. METAL SALT-DRYER SELECTED FROM COBALT, MANGANESE, CALCIUM, ZINC, IRON, ZIRCONIUM, LEAD OR COPPER SALT IN AMOUNT OF ABOUT 0.1 TO 2.0 PERCENT BY WEIGHT BASED ON THE TOTAL AMOUNT OF THE FATTY ACID-MODIFIED VINYLATED POLYESER RESIN AND VINYL MONOMER, AND D. A PHOTOSENSITIZER OF ABOUT 0.05 TO ABOUT 10 PERCENT BY WEIGHT BASED ON THE TOTAL AMOUNT OF THE FATTY ACIDMODIFIED VINYLATED POLYESTER RESIN AND VINYL MONOMER IN WHICH SAID PHOTOSENISITIZER IS ONE SELECTED FROM THE GROUP CONSISTING OF THE FOLLOWING FORMULAS: 1 BENZOIN AND ITS DERIVATIVES
Claim 8
Dependent Claim 247 words
A FATTY ACID-MODIFIED VINYLATECD POLYESTER RESIN PREPARED BY REACTING 1.0 MOLE OF A DIISOCYANE SELECTED FROM THE GROUP CONSISTING OF TOLUENE DIISOCYANATE AND HEXAMETHYLENE DIISOCYANATE WITH 0.7 TO 1.3 MOLES OF 2HYDROXYTHYLMETHACRYLATE TO PROVIDE AN ISOCYANATETERMINATED ADDUCT AND THEN REACTING 0.4 TO 1.2 MOLES OF SAID ISOCYANATE-TERMINATED ADDUCT PER MOLE OF PENDANT HYDROXYL OF A LINSEED OIL FATTY ACID-MODIFIED POLYESTER RESIN OF INGREDIENTS COMPRISING ISOPHTHALIC ACID, NEOPENTYL GLYCOL, TRIMETHYLOLPROPANE AND FUMARIC ACID, SAID FATTY CID-MODIFIED VINYLATED POLYESTER RESIN HAVING FROM 0.2 TO 3.0 UNITS OF ALPHA, BETA-OLEFINIC ACID, RATION PER 1,000 UNITS MOLECULAR WEIGHT OF SAID RESIN, A NUMBER AVERAGE MOLECULAR WEIGHT OF ABOUT 800 TO ABOUT 5,000, A FATTY ACID CONTENT OF ABOUT 5 TO 35 PERCENT BY WEIGHT BASED ON THE TOTA WEIGHT OF THE FATTY ACID AND UNMODIFIED POLYESTER RESIN, A NUMBER OF HYDROXYL GROUPS OF ABOUT 0.5 TO 3.0 UNITW PER 1,000 UNITS MOLECULAR WEIGHT. AND AN ACID VALUE OF ABOUT 5 TO ABOUT 30, C. METAL SALT-DRYER SELECTED FROM COBALT, MANGANESE, CALCIUM, ZINC, IRON, ZIRCONIUM, LEAD OR COPPER SALT IN AMOUNT OF ABOUT 0.1 TO 2.0 PERCENT BY WEIGHT BASED ON THE TOTAL AMOUNT OF THE FATTY ACID-MODIFIED VINYLATED POLYESER RESIN AND VINYL MONOMER, AND D. A PHOTOSENSITIZER OF ABOUT 0.05 TO ABOUT 10 PERCENT BY WEIGHT BASED ON THE TOTAL AMOUNT OF THE FATTY ACIDMODIFIED VINYLATED POLYESTER RESIN AND VINYL MONOMER IN WHICH SAID PHOTOSENISITIZER IS ONE SELECTED FROM THE GROUP CONSISTING OF THE FOLLOWING FORMULAS: 1 BENZOIN AND ITS DERIVATIVES
Claim 9
Dependent Claim 27 words
A photohardenable fatty acid-modified vinylated polyester resin composition according to claim 1, in which said styrene and its derivatives are styrene, vinyl toluene, 2-methyl styrene and chlorostyrene.
Claim 10
Dependent Claim 7 words
AZO COMPOUNDS R7-N=N-R8 IN WHICH R7 IS
Claim 11
Dependent Claim 7 words
AZO COMPOUNDS R7-N=N-R8 IN WHICH R7 IS
Claim 12
Dependent Claim 4 words
acrylic or methacrylic monomers
Claim 13
Dependent Claim 4 words
acrylic or methacrylic monomers
Claim 14
Dependent Claim 242 words
a fatty acid-modified vinylated polyester resin prepared by reacting 1.0 mole of a diisocyante selected from the group consisting of toluene diisocyanate and hexamethylene diisocyanate with 0.7 to 1.3 moles of 2-hydroxyethylmethacrylate to provide an isocyanate-terminated adduct and then reacting 0.4 to 1.2 moles of said isocyanate-terminated adduct per mole of pendant hydroxyl of a linseed oil fatty acid-modified polyester resin of ingredients comprising isophthalic acid, neopentyl glycol, trimethylolpropane and fumaric acid, said fatty acid-modified vinylated polyester resin having from 0.2 to 3.0 units of alpha, beta-olefinic unsaturation per 1, 000 units molecular weight of said resin, a number average molecular weight of about 800 to about 5,000, a fatty acid content of about 5 to 35 percent by weight based on the total weight of the fatty acid and unmodified polyester resin, a number of hydroxyl groups of about 0.5 to 3.0 units per 1,000 units molecular weight, and an acid value of about 5 to about 30, C. metal salt-dryer selected from cobalt, manganese, calcium, zinc, iron, zirconium, lead or copper salt in amount of about 0.1 to 2.0 percent by weight based on the total amount of the fatty acid-modified vinylated polyester resin and vinyl monomer, and D. a photosensitizer of about 0.05 to about 10 percent by weight based on the total amount of the fatty acid-modified vinylated polyester resin and vinyl monomer in which said photosensitizer is one selected from the group consisting of the following formulas:
Claim 15
Dependent Claim 242 words
a fatty acid-modified vinylated polyester resin prepared by reacting 1.0 mole of a diisocyante selected from the group consisting of toluene diisocyanate and hexamethylene diisocyanate with 0.7 to 1.3 moles of 2-hydroxyethylmethacrylate to provide an isocyanate-terminated adduct and then reacting 0.4 to 1.2 moles of said isocyanate-terminated adduct per mole of pendant hydroxyl of a linseed oil fatty acid-modified polyester resin of ingredients comprising isophthalic acid, neopentyl glycol, trimethylolpropane and fumaric acid, said fatty acid-modified vinylated polyester resin having from 0.2 to 3.0 units of alpha, beta-olefinic unsaturation per 1, 000 units molecular weight of said resin, a number average molecular weight of about 800 to about 5,000, a fatty acid content of about 5 to 35 percent by weight based on the total weight of the fatty acid and unmodified polyester resin, a number of hydroxyl groups of about 0.5 to 3.0 units per 1,000 units molecular weight, and an acid value of about 5 to about 30, C. metal salt-dryer selected from cobalt, manganese, calcium, zinc, iron, zirconium, lead or copper salt in amount of about 0.1 to 2.0 percent by weight based on the total amount of the fatty acid-modified vinylated polyester resin and vinyl monomer, and D. a photosensitizer of about 0.05 to about 10 percent by weight based on the total amount of the fatty acid-modified vinylated polyester resin and vinyl monomer in which said photosensitizer is one selected from the group consisting of the following formulas:
Claim 16
Dependent Claim 8 words
azo compounds R7-N N-R8 in wHich R7 is
Claim 17
Dependent Claim 8 words
azo compounds R7-N N-R8 in wHich R7 is
Claim 18
Dependent Claim 4 words
ACRYLIC OR METHACRYLIC MONOMERS
Claim 19
Dependent Claim 4 words
ACRYLIC OR METHACRYLIC MONOMERS
Claim 20
Dependent Claim 2 words
vinylidene monomer
Claim 21
Dependent Claim 2 words
vinylidene monomer
Claim 22
Dependent Claim 5 words
DIPHENYL DISULFIDE AND ITS DERIVATIVES
Claim 23
Dependent Claim 5 words
DIPHENYL DISULFIDE AND ITS DERIVATIVES
Claim 24
Dependent Claim 5 words
diphenyl disulfide and its derivatives
Claim 25
Dependent Claim 5 words
diphenyl disulfide and its derivatives
Claim 26
Dependent Claim 67 words
A photohardenable fatty acid-modified vinylated polyester resin composition according to claim 1, in which said acrylic or methacrylic monomers are acrylic acid, methacrylic acid, methacrylic acid, methyl acrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, 2-ethyl hexyl acrylate, 2-ethyl hexyl methacrylate, octyl acrylate, octyl methacrylate, lauryl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, glycidyl acrylate, glycidyl methacrylate, dimethylaminomethyl acrylate, dimethylaminoethyl methacrylate, diethylaminoethyl acrylate and diethylaminoethyl methacrylate.
Claim 27
Dependent Claim 2 words
VINYLIDENE MONOMER
Claim 28
Dependent Claim 2 words
VINYLIDENE MONOMER
Claim 29
Dependent Claim 33 words
A photohardenable fatty acid-modified vinylated polyester resin composition according to claim 1, in which said vinylidene compounds are acrylonitrile, methacrylonitrile, acrylamide, methacrylamide, ethylether-N-methylol acrylamide, ethylether-N-methylol methacrylamide, butylether-N-methylol acrylamide, propylether-N-methylol methacrylamide and vinyl acetate.
Claim 30
Dependent Claim 86 words
A photohardenable fatty acid-modified vinylated polyester resin composition according to claim 1, in which said metal salt dryer is at least one selected from a group consisting of metal salt dryer cobalt, lead, manganese, calcium, zinc, iron, zirconium, or copper salt of naphthanic acid, octoinic acid, linseed oil fatty acid, soybean oil fatty acid or tor oil fatty acid in an amount of 0.1 to 2.0 weight per cent as metal based on the total amount of the fatty acid-modified vinylated polyester resin and vinyl monomers.
Claim 31
Dependent Claim 125 words
A photohardenable fatty acid-modified vinylated polyester resin composition according to claim 1, in which said benzoin and its derivatives are benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin butyl ether, benzoin 2-ethyl hexyl ether, benzoin n-octyl ether, benzoin isoactyl ether, benzoin n-nonyl ether, benzoin n-decyl ether, benzoin lauryl ether, benzoin cetyl ether, benzoin 2-methyl cyclohexyl ether, benzoin benzyl ether, 4-methoxy benzoin, 4-dimethylamino benzoin, anisoin, anisoin methyl ether, anisoin ethyl ether, anisoin iso-propyl ether, 4-methoxy benzoin methyl ether, 4-methoxy benzoin ethyl ether, 4-methoxy benzoin isopropyl ether, 4-dimethyl amino benzoin methyl ether, 4-dimethyl amino benzoin ethyl ether, 4-dimethyl amino benzoin isopropyl ether, benzoin-2-methoxy ethyl ether, benzoin-2-ethoxy ethyl ether, benzoin-2-(2-ethoxy) ethoxy ethyl, benzoin dimethyl acetyl methyl ether, benzoin-2-(2-methoxy ethoxy) ethyl ether and benzoin-2-(2-buthoxy ethoxy)-ethyl ether.
Claim 32
Dependent Claim 75 words
A photohardenable fatty acid-modified vinylated polyester resin composition according to claim 1, in which said azo compounds are 2,2''-bisisobutyronitrile, 2-phenylazo-2,4,4-trimethyl valeronitrile, 2-phenylazo-2,4-dimethyl valeronitrile, 2-phEnylazo-2,4-dimethyl-4-methoxy valeronitrile, 2-(tolylazo)-2, 4-dimethyl valeronitrile, 2-(octyl phenylazo)-2,4-dimethyl valeronitrile, 2-(chloro phenylazo)-2,4-dimethyl valeronitrile, 2-(dichloro phenylazo)-2,4-dimethyl valeronitrile, 2-(ethyl monochlorophenyl)-2,4-dimethyl valeronitrile, 2-(hexyl monobromo phenylazo)-2,4-dimethyl valeronitrile, 2-(phenylazo)-2,4-dimethyl-4-methoxy valeronitrile, 2-(tolylazo)-2,4-dimethyl-4-methoxy valeronitrile, 2-(hexyl phenylazo)-2,4-dimethyl-4-methoxy valeronitrile, 2-(heptylphenylazo)-2,4-dimethyl-4-methoxy valeronitrile, 2-(monochlorophenylazo)-2,4-dimethyl-4-methoxy valeronitrile, 2-(dichlorophnylazo)-2,4-dimethyl-4-methoxy valeronitrile, 2-(hexyl monobromophenylazo)-2,4-dimethyl-4-methoxy valeronitrile, 2-(phenylazo)-2,4-dimethyl-4-propoxy valeronitrile, 2-(phenylazo)-2,4-dimethyl-4-butoxy valeronitrile, 2-(chlorophenylazo)-2,4-dimethyl-4-butoxy valeronitrile, 2-(tolylazo)-2,4-dimethyl-4-butoxy valeronitrile, 2-(hexylphenylazo)-2,4-dimethyl-4-butoxy valeronitrile, 2-(dichlorophenylazo)-2,4-dimethyl-4-butoxy valeronitrile and 2-(propylmonochlorophenylazo)-2,4-dimethyl-4-butoxy valeronitrile.
Claim 33
Dependent Claim 47 words
A photohardenable fatty acid-modified vinylated polyester resin composition according to claim 1, in which said diphenyl disulfide and its derivatives are diphenyl disulfide, 4,4''-dimethyl diphenyl disulfide, 2,2'',5,5''-tetramethyl diphenyl disulfide, 2,2'',4,4''-tetramethyl diphenyl disulfide, 3,3'',4,4''-tetramethyl diphenyl disulfide, 4,4''-di-tert-butyl diphenyl disulfide, 2,2'',6,6''-tetramethyl-4,4''-di-tert-butyl-diphenyl disulfide, 4-dichloro-diphenyl disulfide, 2,2'',4,4'',5,5''-hexachloro-diphenyl disulfide and 4,4''-dimethoxy-diphenyl disulfide.

References Cited (Backward Citations)

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US3509234A Cited
US3752778A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-05-05 1978-11-04 1979-05-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-05-05 1982-11-04 1983-05-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-05-05 1986-11-04 1987-05-06 $7700.00 Window Closed / Lapsed

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