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US4968767A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted 3-(n-imidazolyl)propionic hydrazides, their use as curing agents in epoxy-resin compositions, and curable epoxy-resin compositions and molded epoxy-resin articles incorporating them

Assignee: Lanxess Organometallics GmbH
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Filing: 1989-06-14
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Granted: 1990-11-06
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Expires: 2009-06-14
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Abstract

Abstract The invention relates to substituted 3-(N-imidazolyl)propionic hydrazides, to their use as curing agents in epoxy-resin compositions, and to curable epoxy-resin compositions containing them and comprised of (a) an epoxy resin, and (b) optionally of dicyandiamide, and (c) optionally of conventionally used nitrogen-containing heterocyclic amine compounds, for the production of molded articles.

Inventors

  • 👤 Christian Burba
  • 👤 Werner Mrotzek

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 22:18
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/64; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/56; C07D249/00; C07D249/02; C07D249/08

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 28 words
A compound of the formula (I) ##STR8## wherein R 1 and R 2 are, independently of each other, H, -CH 3 , -C 2 H 5 or phenyl.
Claim 2
Dependent Claim 28 words
A compound of the formula (I) ##STR8## wherein R 1 and R 2 are, independently of each other, H, -CH 3 , -C 2 H 5 or phenyl.
Claim 3
Dependent Claim 61 words
A curing agent for an epoxy-resin composition, which agent comprises a compound as claimed in claim 1 and a N-alkylimidazole and/or a imidazoline compound of the formula (II) ##STR9## wherein R is an unbranched or branched alkyl or alkylene group having fewer than 10 carbon atoms, x is 1, 2 or 3, and z is equal to the valence of R.
Claim 4
Dependent Claim 14 words
A curing agent according to claim 2, wherein the N-alkylimidazole is N-methylimidazole or N-ethylimidazole.
Claim 5
Dependent Claim 40 words
A curing agent according to claim 2, wherein in the imidazoline compound of the formula (II) R is --CH 3 , --CH(OH)--CH 3 or --(CHR') y wherein R' is H or --CH 3 and y is from 4 to 8.
Claim 6
Dependent Claim 33 words
A curing agent according to claim 2, wherein in the imidazoline compound of the formula (II) x is 1, z is 1 and R is --CH 3 or --CH 2 --CH 3 .
Claim 7
Dependent Claim 50 words
A curable epoxy-resin composition comprising (a) an epoxy resin having on the average more than one epoxy group per molecule, and (b) a compound of the formula (I) ##STR10## wherein R 1 and R 2 are, independently of each other, H, --CH 3 , --C 2 H 5 or phenyl.
Claim 8
Dependent Claim 50 words
A curable epoxy-resin composition comprising (a) an epoxy resin having on the average more than one epoxy group per molecule, and (b) a compound of the formula (I) ##STR10## wherein R 1 and R 2 are, independently of each other, H, --CH 3 , --C 2 H 5 or phenyl.
Claim 9
Dependent Claim 11 words
A curable epoxy-resin composition according to claim 6, further comprising dicyandiamide.
Claim 10
Dependent Claim 18 words
A curable epoxy-resin composition according to claim 6, further comprising solvents, fillers, reinforcements or embedments, pigments or auxiliaries.
Claim 11
Dependent Claim 53 words
A curable epoxy-resin composition according to claim 6, further comprising a N-alkylimidazole and/or a imidazoline compound of the formula (II) ##STR11## wherein R is an unbranched or branched alkyl or alkylene group having fewer than 10 carbon atoms, x is 1, 2 or 3, and z is equal to the valence of R.
Claim 12
Dependent Claim 15 words
A curable epoxy-resin composition according to claim 9, wherein the N-alkylimidazole is N-methylimidazole or N-ethylimidazole.
Claim 13
Dependent Claim 41 words
A curable epoxy-resin composition according to claim 9, wherein in the imidazoline compound of the formula (II) R is --CH 3 , --CH(OH)--CH 3 or --(CHR') y wherein R' is H or --CH 3 and y is from 4 to 8.
Claim 14
Dependent Claim 34 words
A curable epoxy-resin composition according to claim 9, wherein in the imidazoline compound of the formula (II) x is 1, z is 1 and R is --CH 3 or --CH 2 --CH 3 .
Claim 15
Dependent Claim 59 words
A curable, epoxy-resin composition comprising a reinforcement or embedment impregnated with a binder containing (a) an epoxy resin having on the average more than one epoxy group per molecule, and (b) a compound of the formula (I) ##STR12## wherein R 1 and R 2 are, independently of each other, H, --CH 3 , --C 2 H 5 or phenyl.
Claim 16
Dependent Claim 59 words
A curable, epoxy-resin composition comprising a reinforcement or embedment impregnated with a binder containing (a) an epoxy resin having on the average more than one epoxy group per molecule, and (b) a compound of the formula (I) ##STR12## wherein R 1 and R 2 are, independently of each other, H, --CH 3 , --C 2 H 5 or phenyl.
Claim 17
Dependent Claim 14 words
A curable epoxy-resin composition according to claim 13, wherein the binder further contains dicyandiamide.
Claim 18
Dependent Claim 18 words
A curable epoxy-resin composition according to claim 13, wherein the binder further contains solvents, fillers, pigments or auxiliaries.
Claim 19
Dependent Claim 21 words
An epoxy-resin composition according to claim 13 that is converted at elevated temperature to a semisolid but fusible state (B stage).
Claim 20
Dependent Claim 56 words
A curable epoxy-resin composition according to claim 13, wherein the binder further contains a N-alkylimidazole and/or a imidazoline compound of the formula (II) ##STR13## wherein R is an unbranched or branched alkyl or alkylene group having fewer than 10 carbon atoms, x is 1, 2 or 3, and z is equal to the valence of R.
Claim 21
Dependent Claim 15 words
A curable epoxy-resin composition according to claim 17, wherein the N-alkylimidazole is N-methylimidazole or N-ethylimidazole.
Claim 22
Dependent Claim 41 words
A curable epoxy-resin composition according to claim 17, wherein in the imidazoline compound of the formula (II) R is --CH 3 , --CH(OH)--CH 3 or --(CHR') y wherein R' is H or --CH 3 and y is from 4 to 8.
Claim 23
Dependent Claim 34 words
A curable epoxy-resin composition according to claim 17, wherein in the imidazoline compound of the formula (II) x is 1, z is 1 and R is --CH 3 or --CH 2 --CH 3 .

References Cited (Backward Citations)

US2966478A Cited
US2994685A Cited
US3792016A Cited
US3912689A Cited
EP0106635A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-11-05 1994-05-07 1994-11-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-11-05 1998-05-07 1998-11-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-11-05 2002-05-07 2002-11-06 $7700.00 Window Closed / Lapsed

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