Patent US3678014A successfully refreshed from Google Patents.
US3678014A
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Low temperature peroxide curable thermosetting polyurethane resin having terminal unsaturation
Assignee: Nippon Soda Co Ltd
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Filing: 1969-08-07
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Granted: 1972-07-18
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Expires: 1989-08-07
Abstract
Abstract A thermosetting resin having the formula: WHEREIN X is hydrogen, or an alkyl radical containing up to four carbon atoms; Y is selected from the group consisting of hydrogen, phenyl, and alkoxycarbonyl; A is a carboxyl, or a carbonyl group; J is an alkylene group containing less than five carbon atoms and G is selected from the group consisting of urethane, carboimino and ureylene group; E is urethane or carboimino, and can be the same or different from G; D is selected from the group consisting of alkylene, cycloalkylene, phenylene, naphthylene, pyrene, bis(phenylene)-methylene and a tris(phenylene)methylidyne radical (in which the radical may be substituted by a lower alkyl radical); PBd is a polybutadiene or copolybutadiene chain having a polymerization degree of from 4 to 370 and from about 50 percent to about 100 percent of 1,2configuration; n1, n2, and n3 express 0 or 1 respectively, wherein a combination of (1) n1 1, n2 1, and n3 0, and (2) n1 1, n2 0 and n3 0 does not occur; and m expresses an integer of 1 to 3.
Inventors
- 👤 Hisao Suzuki
- 👤 Akira Musashi
- 👤 Makoto Hiruta
- 👤 Hiroo Muramoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 06:16
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/69; C08G18/70; C08G18/81; C08G18/8141; C08G18/815; C08G18/8158; Y; Y10; Y10S; Y10S525/00; Y10S525/92
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
57 words
A mixed composition comprising the resin claimed in claim 1, wherein to said resin there is added in an amount up to 70 percent of a vinyl compound selected from the group consisting of styrene, Alpha -methyl styrene, vinyl toluene, alkyl acrylates, alkyl methacrylates and diallyl phthalate and 0.1 to 10 percent of an organic peroxide compound.
Claim 2
Dependent Claim
35 words
A peroxide-curable thermosetting resin according to claim 1, wherein olefinic compound of hydroxyalkyl acrylate, or hydroxyalkyl methacrylate is a compound selected from the group consisting of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate and hydroxypropyl methacrylate.
Claim 3
Dependent Claim
32 words
A peroxide-curable thermosetting resin according to claim 1, wherein said polyisocyanate having at least two isocyanate groups is a compound selected from the group consisting of toluylene diisocyanate, diphenylmethane-4,4''-diisocyanate and hexamethylene diisocyanate.
Claim 4
Dependent Claim
34 words
A mixed composition according to claim 2, wherein the olefinic compound of hydroxyalkyl acrylate or hydroxyalkyl methacrylate is a compound selected from the group consisting of hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl methacrylate.
Claim 5
Dependent Claim
31 words
A mixed composition according to claim 2, wherein the polyisocyanate having at least two isocyanate groups is a compound selected from the group consisting of toluylene diisocyanate, diphenylmethane-4,4''-diisocyanate and hexamethylene diisocyanate.
Claim 6
Dependent Claim
31 words
A mixed composition according to claim 2, wherein the organic peroxide compound is a compound selected from the group consisting of diacyl peroxides, dialkyl peroxides, alkyl perester, ketone peroxides and hydroperoxides.
Claim 7
Dependent Claim
15 words
A mixed composition according to claim 2, wherein 5-70 percent of vinyl compound is employed.
Claim 8
Dependent Claim
33 words
A mixed composition according to claim 2, wherein 0.001 to 1 percent of a heavy metal salt of an organic acid is employed together with the organic peroxide compound as a curing promoter.
Claim 9
Dependent Claim
26 words
A mixed composition according to claim 9, wherein the organic compound is alkyl perester and the heavy metal salt of an organic acid is cobalt naphthenate.
Claim 10
Dependent Claim
157 words
A peroxide-curable thermosetting resin comprising a reaction product between a. an organic isocyanate prepolymer obtained by the reaction between polybutadiene or copolybutadiene containing not more than 50 weight percent of a comonomer residue, having about 80 percent to about 100 percent of 1,2-configuration of butadiene units, substantially two functional groups of -OH or -COOH on each end of said polymeR chain, and a number average molecular weight of from 200 to 20,000; and an organic polyisocyanate having at least two isocyanate groups, the stoichiometrical ratio of isocyanate groups to said functional groups being more than 1.1 to about 2.4; and, b. an olefinic compound selected from the group consisting of hydroxyalkyl acrylate, hydroxyalkyl methacrylate acrylic acid and methacrylic acid, wherein the ratio of said isocyanate group of said isocyanate prepolymer to the hydroxyl group of said olefinic compound is not less than 0.5 to less than 1.2; whereby said peroxide-curing can be effected in a short time.
Claim 11
Dependent Claim
56 words
A mixed composition comprising the resin claimed in claim 11, wherein to said resin there is added in amount up to 70 percent of a vinyl compound selected from the group consisting of styrene, Alpha -methyl styrene, vinyl toluene, alkyl acrylates, alkyl methacrylates and diallyl phthalate and 0.1 to 10 percent of an organic peroxide compound.
Claim 12
Dependent Claim
35 words
A peroxide-curable thermosetting resin according to claim 11, wherein olefinic compound of hydroxyalkyl acrylate, or hydroxyalkyl methacrylate is a compound selected from the group consisting of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate and hydroxypropyl methacrylate.
Claim 13
Dependent Claim
32 words
A peroxide-curable thermosetting resin according to claim 11, wherein said polyisocyanate having at least two isocyanate groups is a compound selected from the group consisting of toluylene diisocyanate, diphenylmethane-4,4''-diisocyanate and hexamethylene diisocyanate.
Claim 14
Dependent Claim
35 words
A mixed composition according to claim 12, wherein the olefinic compound of hydroxyalkyl acrylate or hydroxyalkyl methacrylate is a compound selected from the group consisting of hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxyethyl acrylate and hydroxypropyl methacrylate.
Claim 15
Dependent Claim
31 words
A mixed composition according to claim 12, wherein the polyisocyanate having at least two isocyanate groups is a compound selected from the group consisting of toluylene diisocyanate, diphenylmethane-4,4''-diisocyanate and hexamethylene diisocyanate.
Claim 16
Dependent Claim
31 words
A mixed composition according to claim 12, wherein the organic peroxide compound is a compound selected from the group consisting of diacyl peroxides, dialkyl peroxides, alkyl perester, ketone peroxides and hydroperoxides.
Claim 17
Dependent Claim
15 words
A mixed composition according to claim 12, wherein 5-70 percent of vinyl compound is employed.
Claim 18
Dependent Claim
33 words
A mixed composition according to claim 12, wherein 0.001 to 1 percent of a heavy metal salt of an organic acid is employed together with the organic peroxide compound as a curing promoter.
Claim 19
Dependent Claim
26 words
A mixed composition according to claim 19, wherein the organic compound is alkyl perester and the heavy metal salt of an organic acid is cobalt naphthenate.
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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) | 1975-07-18 | 1976-01-17 | 1976-07-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-07-18 | 1980-01-17 | 1980-07-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-07-18 | 1984-01-17 | 1984-07-18 | $7700.00 | Window Closed / Lapsed |