US4746718A
Expired / Lapsed
US
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Novel oligomeric diamine hardeners and their use for curing epoxy resin systems
Assignee: BP Corp North America Inc
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Filing: 1987-04-06
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Granted: 1988-05-24
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Expires: 2007-04-06
Abstract
Abstract Diamines of the structure ##STR1## Wherein X is --SO 2 -- or --CO--, Y is O or S, and Ar is a linear aryl ether moiety comprising from 1 to 80 aryl rings, are epoxy resin curing agents providing cured resins with improved moisture resistance and toughness. The resins are particularly useful in preparing prepregs and composites.
Inventors
- 👤 Hugh C. Gardner
- 👤 Linda A. Domeier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 22:59
CPC Classifications
C; C08; C08L; C08L63/00; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/50; C08G59/5033; C08G59/504; C08G65/00; C08G65/34; C08G65/38; C08G65/40; C08G65/4012; C08G65/48; C08G75/00; C08G75/20; C08G75/23; C08L81/00; C08L81/06
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
30 words
A diamine having the structure: ##STR11## wherein X is --SO 2 -- or --CO--, Y is O or S, and Ar comprises from 1 to about 80 interconnected aryl radicals.
Claim 2
Dependent Claim
30 words
A diamine having the structure: ##STR11## wherein X is --SO 2 -- or --CO--, Y is O or S, and Ar comprises from 1 to about 80 interconnected aryl radicals.
Claim 3
Dependent Claim
48 words
The diamine of claim 1 wherein the aryl ether moiety --Y--Ar--Y-- is selected from the group consisting of ##STR12## and mixtures thereof, and wherein X=--SO 2 -- or --CO--; Y=O or S; R=a direct bond, O, S, --CH 2 -- or --C(CH 3 ) 2 --; and n=0-20.
Claim 4
Dependent Claim
17 words
The diamine of claim 1 wherein the aryl ether --Y--Ar--Y-- moiety is ##STR13## wherein n=0 to 20.
Claim 5
Dependent Claim
17 words
The diamine of claim 3, wherein n=O, R=-C(CH 3 ) 2 --, X=--SO 2 -- and Y=O.
Claim 6
Dependent Claim
11 words
A mixture comprising a plurality of the diamines of claim 2.
Claim 7
Dependent Claim
22 words
The mixture of claim 5 wherein X is --SO 2 --, Y is O, and R is --C(CH 3 ) 2 .
Claim 8
Dependent Claim
25 words
The mixture of claim 6 wherein the mole ratio of the diamines present provides an average value for n of from 0 to about 2.
Claim 9
Dependent Claim
10 words
The mixture of claim 6, further comprising a diaminodiphenyl sulfone.
Claim 10
Dependent Claim
13 words
The mixture of claim 6, further comprising 50 mole% of a diaminodiphenyl sulfone.
Claim 11
Dependent Claim
93 words
In a resin formulation comprising 100 parts by weight of a curable mixture of epoxy resin and diamine hardener having an amine group/epoxy group molar ratio of from about 0.3/1 to about 1.8/1, from 0 to about 30 parts by weight of a thermoplastic and from 0 to about 400 pbw of fiber reinforcement, the improvement wherein the diamine hardener comprises at least one oligomer diamine having the structure: ##STR14## wherein X is --SO 2 -- or --CO--, Y is 0 or 5, and Ar comprises from 1 to 80 interconnected aryl radicals.
Claim 12
Dependent Claim
93 words
In a resin formulation comprising 100 parts by weight of a curable mixture of epoxy resin and diamine hardener having an amine group/epoxy group molar ratio of from about 0.3/1 to about 1.8/1, from 0 to about 30 parts by weight of a thermoplastic and from 0 to about 400 pbw of fiber reinforcement, the improvement wherein the diamine hardener comprises at least one oligomer diamine having the structure: ##STR14## wherein X is --SO 2 -- or --CO--, Y is 0 or 5, and Ar comprises from 1 to 80 interconnected aryl radicals.
Claim 13
Dependent Claim
51 words
The improved composition of claim 10 wherein the aryl ether moiety --Y--Ar--Y-- is selected from the group consisting of: ##STR15## wherein X is --SO 2 -- or --CO--, Y is O or S, R is a direct bond, O, S, --CH 2 -- or --C(CH 3 ) 2 -- and n=0-20.
Claim 14
Dependent Claim
24 words
The improved resin formulation of claim 11 wherein X is --SO 2 --, Y is O, and R is --C(CH 3 ) 2 --.
Claim 15
Dependent Claim
9 words
The improved resin formulation of claim 12 wherein n=0-2.
Claim 16
Dependent Claim
12 words
The improved resin formulation of claim 10 further comprising a diaminodiphenyl sulfone.
Claim 17
Dependent Claim
36 words
The improved composition of claim 10 wherein the diamine hardener comprises from 0 to about 50 mole % of a diaminodiphenyl sulfone and correspondingly from about 50 to about 100 mole % of said oligomer diamine.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1991-05-24 | 1991-11-23 | 1992-05-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-05-24 | 1995-11-23 | 1996-05-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-05-24 | 1999-11-23 | 2000-05-24 | $7700.00 | Window Closed / Lapsed |