Patent US3720364A successfully refreshed from Google Patents.
Patent US4431790A successfully refreshed from Google Patents.
US4431790A
Expired / Lapsed
US
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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 16:01
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.
References Cited (Backward Citations)
DE1917408A1
Cited
DE1966058A1
Cited
GB1266561A
Cited
US4272619A
Cited
US4286074A
Cited
US4296212A
Cited
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 |