US4431790A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Curing agents for polyurethane and process using same
Assignee: Texaco Inc
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Filing: 1981-08-03
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Granted: 1984-02-14
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Expires: 2001-08-03
Abstract
Abstract Disclosed are novel curing agents for polyurethanes comprising reaction products of (1) a polyoxy alkylenepolyamine with (2) an alpha-substituted acrylic acid derivative wherein the substituent has a terminal hydroxyl group or (3) with a compound having an oxyrane ring and reaction products of (1) and (2) above, with (3) and (1) and (3) above, with (2). Also disclosed is a process for making polyurethanes by condensing a polyol with an isocyanate in the presence of the present curing agents in an amount ranging from 5 to 100 percent by weight of the polyol.
Inventors
- 👤 Arihiko Umeda
- 👤 Seiichi Ota
- 👤 Yoshiyuki Iwase
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 15:18
CPC Classifications
C; C07; C07C; C07C255/00; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/32; C08G18/3271; C08G18/38; C08G18/3819; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/331; C08G65/332; C08G65/3322
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
58 words
Curing agents for polyurethane preparation comprising reaction products of (1) a polyoxyalkylene polyamine with (2) a derivative of acrylic acid or an alpha-substituted acrylic acid having a terminal hydroxyl group; or (3) a compound having an oxy ring and reaction products of (1) and (2), above, with (3) and reaction products of (1) and (3), above, with (2).
Claim 2
Dependent Claim
58 words
Curing agents for polyurethane preparation comprising reaction products of (1) a polyoxyalkylene polyamine with (2) a derivative of acrylic acid or an alpha-substituted acrylic acid having a terminal hydroxyl group; or (3) a compound having an oxy ring and reaction products of (1) and (2), above, with (3) and reaction products of (1) and (3), above, with (2).
Claim 3
Dependent Claim
49 words
Curing agents of claim 1 wherein said polyamine is a polyoxypropylenediamine of the formula: H.sub.2 NCH(CH.sub.3)CH.sub.2 [OCH.sub.2 CH(CH.sub.3)].sub.n NH (I) wherein, n=2-50 a bispropylenediamine of polyoxyethylene of the formula: H.sub.2 N(CH.sub.2).sub.3 [O(CH.sub.2).sub.2 ].sub.m O(CH.sub.2).sub.3 NH.sub.2 (II) wherein, m=1-50 or a triamine of polyoxypropylene of the formula: ##STR5## wherein x+y+x=3-10
Claim 4
Dependent Claim
20 words
Curing agents according to claim 2 wherein said formula I represents a compound wherein n is 2.6; 5.6 or 33.1.
Claim 5
Dependent Claim
17 words
Curing agents according to claim 2 wherein said formula II represents a compound wherein n is 2.
Claim 6
Dependent Claim
17 words
Curing agents according to claim 2 wherein said formula III represents a compound wherein x+y+z is 5.3.
Claim 7
Dependent Claim
32 words
Curing agents according to claim 1 wherein said acrylic acid derivative has the formula: ##STR6## wherein X=H, --CH 3 , --CN; Y=alkylene, oxyalkylene or alkyleneimine and Z is --O--, --NH--, or --N--Y--OH.
Claim 8
Dependent Claim
35 words
Curing agents according to claim 6 wherein said derivative is an acrylate, methacrylate, alphacyanoacrylate ester, N-substituted acrylamide, N-substituted methacrylamide, N-substituted- and N,N-bis-substituted alphacyanoacrylamides of hydroxyethyl, hydroxypropyl, hydroxybutyl, polyoxyethyleneglycol, polyoxypropyleneglycol and hydroxethyliminoethyl derivatives of acrylic acid.
Claim 9
Dependent Claim
20 words
Curing agents according to claim 1 wherein the ratio of polyamine to acrylic acid derivative ranges from 5:1 to 1:5.
Claim 10
Dependent Claim
30 words
Curing agents according to claim 1 wherein said compound having an oxyrane ring has the formula: ##STR7## wherein R' is hydrogen, alkyl group, aromatic group, oxyalkyl group, or oxyalkylaromatic group.
Claim 11
Dependent Claim
22 words
Curing agents according to claim 1 wherein there is used a mol ratio of polyamine to epoxy compound of 1:1.5 to 1:5.5.
Claim 12
Dependent Claim
26 words
Curing agents according to claim 1 wherein there is used a molar ratio of reaction product of (1) and (3) with (2) of 1:1 to 1:4.
Claim 13
Dependent Claim
27 words
Curing agents according to claim 1 wherein there is used a mol ratio of reaction product of (1) and (2) with (3) ranging from 1:1 to 1:4.
Claim 14
Dependent Claim
67 words
Curing agents according to claim 1 selected from the group of the Michael reaction adducts of polyoxypropylenediamine and hydroxyethylacrylate; polyoxypropylenetriamine and hydroxyethylacrylate; polyoxypropylenediamine and hydroxyethylmethacrylate; polyoxypropylenetriamine and hydroxyethylmethacrylate; polyoxypropylenediamine and hydroxyethyl-alphacyanoacrylate; polyoxypropylenetriamine and hydroxyethyl-alphacyanoacrylate; polyoxypropylenediamine and diethyleneglycolmonoacrylate; polyoxypropylenediamine and N-hydroxyethylacrylamide; polyoxypropylenetriamine and N-hydroxyethylacrylamide; polyoxypropylenediamine and N,N-bis (hydroxyethyl) acrylamide; polyoxypropylenediamine and N-hydroxyethylmethaacrylamide; polyoxypropylenediamine and N-hydroxyethyl-alphacyanoacrylamide; polyoxypropylenetriamine and N-hydroxyethyl-alphacyanoacrylamide; bis (aminopropyl) polyoxyethyleneglycol ethers of the foregoing acrylic acid derivatives.
Claim 15
Dependent Claim
19 words
Curing agents according to claim 1 selected from the group of adducts of polyoxypropylenediamine and n-butylglycidylether; polyoxypropylenetriamine and n-butylglycidylether.
Claim 16
Dependent Claim
26 words
Curing agents according to claim 1 selected from the group of the adducts of polyoxypropylenediamine-n-butylglycidylether and hydroxyethylacrylate; polyoxy propylenetriamine-n-butylglycidylether and hydroxyethylacrylate; and polyoxypropylenediamine hydroxyethylacrylate and n-butylglycidylether.
Claim 17
Dependent Claim
15 words
Curing agents according to claim 1 containing also unreacted polyoxyalkylenepolyamine and/or unreacted acrylic acid derivative.
Claim 18
Dependent Claim
37 words
A process for preparing polyurethanes comprising condensing a polyisocyanate and a hydroxyl-containing compound in the presence of from 5 to 100 weight percent based on said compound of at least one curing agent according to claim 1.
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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) | 1987-02-13 | 1987-08-15 | 1988-02-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-02-13 | 1991-08-15 | 1992-02-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-02-13 | 1995-08-15 | 1996-02-14 | $7700.00 | Window Closed / Lapsed |