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US4288583A
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Curable mixtures based on maleimides and 1-propenyl-substituted phenols
Assignee: BASF Corp
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Filing: 1979-12-17
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Granted: 1981-09-08
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Expires: 1999-12-17
Abstract
Abstract Curable mixtures of (a) maleimides of the general formula I ##STR1## wherein R is an n-valent aliphatic or aromatic radical, and n is the number 1,2 or 3; and (b) mono- or polyvalent phenols which contain in the molecule at least one 1-propenyl group in the ortho- or para-position with respect to the hydroxyl group, or isomeric mixtures of mono- or polyvalent phenols which are propenyl-substituted in the ortho- or para-position and mono- or polyvalent phenols which are allyl-substituted in the ortho- or para-position, the proportion of propenyl groups in the isomeric mixture having to be at least 5 equivalent-%, relative to the sum of the equivalents of propenyl and allyl groups. The novel mixtures cure at elevated temperatures relatively rapidly, and produce moulded materials having valuable mechanical properties.
Inventors
- 👤 Abdul-Cader Zahir
- 👤 Siegfried Wyler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 04:21
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08F; C08F222/00; C08F222/36; C08F222/40
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
155 words
A curable mixture which consists essentially of (a) at least one maleimide of formula I ##STR12## wherein R is an n-valent aliphatic or aromatic radical, and n is the number 1, 2 or 3; and (b) at least one mono- or polyvalent phenol which contains in the molecule at least one 1-propenyl group in the ortho- or para-position with respect to the hydroxyl group, or an isomeric mixture of mono- or polyvalent phenols which are propenyl-substituted in the ortho- or para-position and of mono- or polyvalent phenols which are allyl-substituted in the ortho- or para-position, the proportion of propenyl groups in the isomeric mixture having to be at least 5 equivalent-%, relative to the sum of the equivalents of propenyl and allyl groups; said mixture containing for each equivalent of imide group in the maleimide of component (a) from 0.05 to 10 mols of the propenyl-substituted phenol or isomeric mixture of phenols of component (b).
Claim 2
Dependent Claim
155 words
A curable mixture which consists essentially of (a) at least one maleimide of formula I ##STR12## wherein R is an n-valent aliphatic or aromatic radical, and n is the number 1, 2 or 3; and (b) at least one mono- or polyvalent phenol which contains in the molecule at least one 1-propenyl group in the ortho- or para-position with respect to the hydroxyl group, or an isomeric mixture of mono- or polyvalent phenols which are propenyl-substituted in the ortho- or para-position and of mono- or polyvalent phenols which are allyl-substituted in the ortho- or para-position, the proportion of propenyl groups in the isomeric mixture having to be at least 5 equivalent-%, relative to the sum of the equivalents of propenyl and allyl groups; said mixture containing for each equivalent of imide group in the maleimide of component (a) from 0.05 to 10 mols of the propenyl-substituted phenol or isomeric mixture of phenols of component (b).
Claim 3
Dependent Claim
31 words
A mixture according to claim 1, which contains a maleimide of the formula I wherein R is a mono- or bivalent aromatic radical, and n is the number 1 or 2.
Claim 4
Dependent Claim
53 words
A mixture according to claim 1, which contains a maleimide of the formula I wherein R is a phenyl group which is unsubstituted or substituted by methyl, or it is a radical of the formula ##STR13## wherein A is isopropylene, methylene, sulfonyl, --O-- or --S--, and n is the number 1 or 2.
Claim 5
Dependent Claim
166 words
A mixture according to claim 1, which contains a propenyl-substituted phenol of the formula II ##STR14## wherein R 1 , R 2 and R 3 are each a hydrogen atom, or an allyl or propenyl group, with at least one of the substituents R 1 to R 3 being the propenyl group; ##STR15## wherein R 4 , R 5 , R 6 and R 7 are each a hydrogen atom, or an allyl or propenyl group, with at least one of the substituents R 4 to R 7 being the propenyl group, and X is isopropylene, methylene, sulfonyl, --O-- or --S--; or of the formula IV ##STR16## wherein R 8 , R 9 , R 10 , R 11 , R 12 and R 13 are each a hydrogen atoms, alkyl having 1 to 4 C atoms, allyl or propenyl, with at least one of the substituents R 8 to R 13 being the propenyl group, and n denotes a value from 0 to 10 inclusive.
Claim 6
Dependent Claim
25 words
A mixture according to claim 1, which contains, as the propenyl-substituted phenol, a compound of the formula ##STR17## wherein X is isopropylene, methylene or --O--.
Claim 7
Dependent Claim
42 words
A mixture according to claim 1, which contains, as the propenyl-substituted phenol, an isomeric mixture of propenyl- and allyl-substituted bis-phenols, which mixture is obtained by partial isomerisation of an allyl-substituted phenol of the formula ##STR18## wherein X is isopropylene, methylene or --O--.
Claim 8
Dependent Claim
184 words
A process for producing crosslinked polymers, which contain imide groups, from a mixture according to claim 1, which process comprises heating, in the temperature range of 50° to 250° C., said mixture which consists essentially of (a) at least one maleimide of formula I ##STR19## wherein R is an n-valent aliphatic or aromatic radical, and n is the number 1, 2 or 3, and (b) at least one mono- or polyvalent phenol which contains in the molecule at least 1-propenyl group in the ortho- or para-position with respect to the hydroxyl group, or an isomeric mixture of mono- or polyvalent phenols which are propenyl-substituted in the ortho- or para-position and of mono- or polyvalent phenols which are allyl-substituted in the ortho- or para-position, the proportion of propenyl groups in the isomeric mixture having to be at least 5 equivalent-% relative to the sum of the equivalents of propenyl and allyl groups; said mixture containing for each 1 equivalent of imide group in the maleimide of component (a) from 0.05 to 10 mols of the propenyl-substituted phenol or isomeric mixture of phenols of component (b).
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-09-07 | 1985-03-09 | 1985-09-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-09-07 | 1989-03-09 | 1989-09-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-09-07 | 1993-03-09 | 1993-09-08 | $7700.00 | Window Closed / Lapsed |