Patent US4873274A successfully refreshed from Google Patents.
US4873274A
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US
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In-mold coating powders with two initiators or 1,1-di(t-butylperoxy)-3,3,5-trimethylcyclohexane as a single initiator
Assignee: Rohm and Haas Chemicals LLC
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Filing: 1987-09-24
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Granted: 1989-10-10
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Expires: 2007-09-24
Abstract
Abstract Unsaturated polyester resin coating powder composition consisting essentially of at least one unsaturated polyester resin; at least one copolymerizable second resin; and an initiator which comprises 1,1 min -di(t-butylperoxy)-3,3,5-trimethylcyclohexane (AE), or which contains a small proportion of a fast initiator and a relatively large proportion of a slow initiator as defined herein. A method is also disclosed for forming a cured unsaturated polyester surface coating on a cured unsaturated polyester substrate by coating one of the previously stated powder compositions on a heated mold surface so the coating flows and coalesces to form a partially crosslinked coating, then putting a charge of reinforced polyester resin in the mold and closing the mold, maintaining a suitable pressure and temperature for a time sufficient to cure the fill resin and the coating. The coating and substrate are crosslinked across the interface between them when the part is cured.
Inventors
- 👤 Frederick L. Cummings
- 👤 Glenn D. Correll
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 17:53
CPC Classifications
C; C09; C09D; C09D167/00; C08; C08F; C08F299/00; C08F299/02; C08F299/04; C08F299/0442; B; B82; B82B; B82B3/00; C09D167/06; B82Y; B82Y30/00
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
116 words
An unsaturated polyester resin coating powder composition consisting essentially of: A. from about 20 to 100 parts by weight of at least one unsaturated polyester resin; B. from 0 to about 80 parts by weight of at least one copolymerizable second resin, wherein the total proportion of resin is 100 parts by weight; C. from about 0.01 to about 2 parts by weight per 100 parts resin by weight of a fast initiator having a ten hour half-life at not more than 82° C.; and D. from about 3 to about 7 parts by weight per 100 parts resin by weight of a slow initiator having a ten hour half-life at about 91° C. or more.
Claim 2
Dependent Claim
116 words
An unsaturated polyester resin coating powder composition consisting essentially of: A. from about 20 to 100 parts by weight of at least one unsaturated polyester resin; B. from 0 to about 80 parts by weight of at least one copolymerizable second resin, wherein the total proportion of resin is 100 parts by weight; C. from about 0.01 to about 2 parts by weight per 100 parts resin by weight of a fast initiator having a ten hour half-life at not more than 82° C.; and D. from about 3 to about 7 parts by weight per 100 parts resin by weight of a slow initiator having a ten hour half-life at about 91° C. or more.
Claim 3
Dependent Claim
70 words
The composition of claim 1, comprising from about 50 to about 95 parts by weight of said unsaturated polyester resin, about 5 to about 50 parts by weight of said polymerizable second resin, about 0.1 to about 0.3 parts by weight of said fast initiator per 100 parts resin by weight and about 4 to about 6 parts by weight of said slow initiator per 100 parts resin by weight.
Claim 4
Dependent Claim
29 words
The composition of claim 1, further consisting essentially of from about 2 to about 7 parts by weight per 100 parts resin by weight of a mold release agent.
Claim 5
Dependent Claim
18 words
The composition of claim 1, having a shelf life of at least about 6 months at 90° C.
Claim 6
Dependent Claim
71 words
The composition of claim 1, consisting essentially of the following proportions of ingredients: A. about 58 percent by weight of said polyester; B. about 15 percent by weight of said second resin; C. about 0.07 percent by weight of said fast initiator; D. about 3 percent by weight of said slow initiator; and E. as essentially the balance of said composition, ingredients selected from mold release agents, pigments, fillers, and opacifiers.
Claim 7
Dependent Claim
35 words
The composition of claim 5, wherein said balance consists essentially of about 2 percent by weight of a mold release agent and about 22 percent by weight of ingredients selected from pigments, fillers, and opacifiers.
Claim 8
Dependent Claim
65 words
The composition of claim 1, wherein said unsaturated polyester resin comprises at least one reaction product of an unsaturated polycarboxylic acid selected from isophthalic acid, maleic acid, fumaric acid, succinic acid, phthalic acid, isophthalic acid, terephthalic acid, adipic acid, tetrachlorophthalic acid, or anhydrides thereof with a polyol selected from propylene glycol, neopentyl glycol, ethylene glycol, bisphenol A, 1,6-hexanediol, diethylene glycol, 1,2-propylene glycol, or 1,3-propylene glycol.
Claim 9
Dependent Claim
25 words
The composition of claim 7, wherein said unsaturated polycarboxylic acid is a mixture of isophthalic acid and maleic acid and said polyol is propylene glycol.
Claim 10
Dependent Claim
22 words
The composition of claim 7, wherein said unsaturated polycarboxylic acid is fumaric acid and said polyol is bisphenol A and n-propylene glycol.
Claim 11
Dependent Claim
34 words
The composition of claim 1, wherein said copolymerizable second resin is selected from diallyl phthalate; polymers of diallyl phthalate; diallyl isophthalate; polymers of diallyl isophthalate; triallyl cyanurate; triallyl isocyanurate; and mixtures and copolymers thereof.
Claim 12
Dependent Claim
55 words
The composition of claim 1, wherein said fast initiator is selected from: 2,4-dichlorobenzoyl peroxide; diisononanoyl peroxide; decanoyl peroxide; lauroyl peroxide; succinic acid peroxide; acetyl peroxide; benzoyl peroxide; diisobutyryl peroxide; acetyl cyclohexylsulfonyl peroxide; di(n-propyl)peroxydicarbonate; di(sec-butyl)peroxydicarbonate; di(2-ethylhexyl)peroxydicarbonate; diisopropyl peroxydicarbonate; dicyclohexyl peroxydicarbonate; alpha-cumylperoxyneodecanoate; alpha-cumylperoxypivalate; t-amylperoxyneodecanoate; t-butylperoxyneodecanoate; t-amylperoxypivalate; t-butylperoxypivalate; 2,5-dimethyl-2,5-di(2-ethylhexanoyl peroxy)hexane; t-amylperoxy-2-ethylhexanoate; t-butylperoxy-2-ethylhexanoate; t-butylperoxyisobutyrate; 2,2'-azobis 2,4-dimethylvaleronitrile; azobisisobutyronitrile; and 2,2'-azobis(2-methylbutyronitrile).
Claim 13
Dependent Claim
23 words
The composition of claim 11, wherein said fast initiator is selected from: 2,2'azobis(2,4-dimethylvaleronitrile); azobisisobutyronitrile; lauroyl peroxide; 2,2'-azobis(2-methylbutyronitrile); benzoyl peroxide; t-amyl-peroxy-2-ethylhexanoate; t-butylperoctoate; and t-butylperoxyisobutyrate.
Claim 14
Dependent Claim
12 words
The composition of claim 12, wherein said fast initiator is benzoyl peroxide.
Claim 15
Dependent Claim
57 words
The composition of claim 1, wherein said slow initiator is selected from: OO-t-butyl-O-isopropyl monoperoxycarbonate; 2,5-dimethyl-2,5-di(benzoylperoxy)hexane; OO-t-butyl-O-(2-ethylhexyl)monoperoxycarbonate; t-butylperoxyacetate; t-butylperoxybenzoate; di-t-butyl diperoxyazelate; di-t-butyl diperoxyphthalate; dicumyl peroxide 2,5-dimethyl-2,5-di(t-butylperoxy)hexane; t-butyl cumyl peroxide; di-t-butyl peroxide; 2,5-dimethyl-2,5-di(t-butylperoxy)hexyne-3; 2,5-dihydroperoxy-2,5-dimethylhexane; cumene hydroperoxide; t-butyl hydroperoxide; t-amyl hydroperoxide; n-butyl-4,4-bis(t-butylperoxy)valerate; 1,1-di(t-butylperoxy)3,3,5-trimethylcyclohexane; 1,1-di(t-butylperoxy)cyclohexane; 1,1'-di-t-amylperoxycyclohexane; 2,2-di(t-butylperoxy)butane; ethyl-3,3-di(t-butylperoxy)butyrate; t-butyl peroctoate and 1,1-di(t-butylperoxy)cyclohexane blend; OO-t-butyl-O-isopropyl monoperoxycarbonate; p,p'oxybis(benzene sulfonyl hydrazide); and accelerated azocarbonamide.
Claim 16
Dependent Claim
12 words
The composition of claim 1, wherein said slow initiator is selected from:
Claim 17
Dependent Claim
8 words
1-di(t-butylperoxy)-3,3,5-trimethycyclohexane; 1,1-di-tbytylperoxycyclohexane; 1,1-di-t-amylperoxycyclohexane; p,p,-oxybis(benzenesulfonyl hydrazide); and accelerated azocarbonamide.
Claim 18
Dependent Claim
8 words
1-di(t-butylperoxy)-3,3,5-trimethycyclohexane; 1,1-di-tbytylperoxycyclohexane; 1,1-di-t-amylperoxycyclohexane; p,p,-oxybis(benzenesulfonyl hydrazide); and accelerated azocarbonamide.
Claim 19
Dependent Claim
26 words
The composition of claim 1, wherein said slow initiator is from about 4.8 to 6 parts by weight per 100 parts resin by weight of 1,1-di(t-butylperoxy)-3,3,5-trimethylcyclohexane.
Claim 20
Dependent Claim
23 words
The composition of claim 16, wherein said fast initiator is about 0.1 parts by weight per 100 parts resin by weight benzoyl peroxide.
Claim 21
Dependent Claim
24 words
The composition of claim 16, wherein said fast initiator is about 0.3 parts by weight of lauroyl peroxide per 100 parts resin by weight.
Claim 22
Dependent Claim
23 words
The composition of claim 16, wherein said fast initiator is about 0.3 parts by weight of 1,1'-azobis(1-cyclohexanecarbonitrile) per 100 parts resin by weight.
Claim 23
Dependent Claim
24 words
The composition of claim 16, wherein said fast initiator is about 0.3 parts by weight of t-butyl peroctoate per 100 parts resin by weight.
Claim 24
Dependent Claim
23 words
The composition of claim 16, wherein said fast initiator is about 0.26 parts by weight of t-amyl-peroxy-2-ethylhexanoate per 100 parts resin by weight.
Claim 25
Dependent Claim
23 words
The composition of claim 16, wherein said fast initiator is about 0.23 parts by weight of t-butyl-peroxyisobutyrate per 100 parts resin by weight.
Claim 26
Dependent Claim
23 words
The composition of claim 16, wherein said fast initiator is about 0.3 parts by weight of 2,2'-azobis(2,4-dimethylvaleronitrile) per 100 parts resin by weight.
Claim 27
Dependent Claim
23 words
The composition of claim 16, wherein said fast initiator is about 0.2 parts by weight of azobisisobutyronitrile per 100 parts resin by weight.
Claim 28
Dependent Claim
23 words
The composition of claim 16, wherein said fast initiator is about 0.2 parts by weight of 2,2'-azobis(2-methylbutyronitile) per 100 parts resin by weight.
Claim 29
Dependent Claim
72 words
An unsaturated polyester resin coating powder composition consisting essentially of: A. about 20 to 100 parts by weight of at least one unsaturated polyester resin; B. about 0 to 80 parts by weight of at least on copolymerizable second resin, wherein the total proportion of resin is 100 parts by weight; and C. about 3 to about 15 parts by weight per 100 parts resin by weight of 1,1-di(t-butylperoxy)-3,3,5-trimethylcyclohexane as an initiator.
Claim 30
Dependent Claim
72 words
An unsaturated polyester resin coating powder composition consisting essentially of: A. about 20 to 100 parts by weight of at least one unsaturated polyester resin; B. about 0 to 80 parts by weight of at least on copolymerizable second resin, wherein the total proportion of resin is 100 parts by weight; and C. about 3 to about 15 parts by weight per 100 parts resin by weight of 1,1-di(t-butylperoxy)-3,3,5-trimethylcyclohexane as an initiator.
Claim 31
Dependent Claim
24 words
The composition of claim 26, comprising from about 12 to about 15 parts by weight of said initiator per 100 parts resin by weight.
Claim 32
Dependent Claim
23 words
The composition of claim 26, comprising from about 4.8 to 9 parts by weight of said initiator per 100 parts resin by weight.
Claim 33
Dependent Claim
22 words
The composition of claim 26, comprising from 3 to about 9 parts by weight of said initiator per 100 parts by weight.
Claim 34
Dependent Claim
13 words
The composition of claim 26, wherein 1,1'di-(t-butylperoxy)-3,3,5-trimethylcyclohexane is substantially the sole initiator present.
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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) | 1992-10-09 | 1993-04-10 | 1993-10-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-10-09 | 1997-04-10 | 1997-10-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-10-09 | 2001-04-10 | 2001-10-10 | $7700.00 | Window Closed / Lapsed |