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US4782178A
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Halogenated phenyl cyanates
Assignee: Dow Chemical Co
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Filing: 1987-11-13
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Granted: 1988-11-01
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Expires: 2007-11-13
Abstract
Abstract Phenyl cyanates substituted at both ortho positions and further substituted with at least one halo at the meta or para positions are prepared. Then enhance ignition resistance, fire retardance, and toughness of polytriazines when added in varying amounts to polycyanate monomers before cure.
Inventors
- 👤 James P. Godschalx
- 👤 Daniel J. Murray
- 👤 Abel Mendoza
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 18:46
CPC Classifications
C; C07; C07C; C07C261/00; C07C261/02; C07C255/00; C07C255/49; C08; C08G; C08G73/00; C08G73/06; C08G73/0622; C08G73/0638; C08G73/065; C08G73/0655
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
135 words
A halogenated phenyl cyanate of the formula: ##STR17## wherein each R is independently straight or branched C 1-4 alkyl, X--C 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; each R 1 is independently hydrogen, halo, C 1-4 alkyl, C 1-4 alkoxy or thioalkoxy, or cyano; R 2 is hydrogen, halo, straight or branched C 1-4 alkyl, phenyl or phenyl substituted with halo or methyl, mercapto, cyano, formyl, Y--O--, Y--S--, Y--CO--, Y--COO--, X--CH 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; X is halo, phenyl or phenyl substituted with halo or methyl, mercapto, formyl, or cyano; and Y is C 1-4 alkyl, or phenyl or phenyl substituted with halo or methyl; provided at least one R 1 or R 2 is halo.
Claim 2
Dependent Claim
135 words
A halogenated phenyl cyanate of the formula: ##STR17## wherein each R is independently straight or branched C 1-4 alkyl, X--C 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; each R 1 is independently hydrogen, halo, C 1-4 alkyl, C 1-4 alkoxy or thioalkoxy, or cyano; R 2 is hydrogen, halo, straight or branched C 1-4 alkyl, phenyl or phenyl substituted with halo or methyl, mercapto, cyano, formyl, Y--O--, Y--S--, Y--CO--, Y--COO--, X--CH 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; X is halo, phenyl or phenyl substituted with halo or methyl, mercapto, formyl, or cyano; and Y is C 1-4 alkyl, or phenyl or phenyl substituted with halo or methyl; provided at least one R 1 or R 2 is halo.
Claim 3
Dependent Claim
118 words
The phenyl cyanate of claim 1 of the formula: ##STR18## wherein each R is independently straight or branched C 1-4 alkyl, X--CH 2 --, Y--OCH 2 --, or Y--COOCH 2 --; each R 1 is independently hydrogen, halo, C 1-4 alkyl, C 1-4 alkoxy or thioalkoxy, or cyano; each R 2 is hydrogen, halo, straight or branched C 1-4 alkyl, phenyl or phenyl substituted with halo or methyl, cyano, Y--O--, X--CH 2 --, Y--OCH 2 -- or Y--COOCH 2 --; X is halo, phenyl or phenyl substituted with halo or methyl, or cyano; Y is C 1-4 alkyl, or phenyl or phenyl substituted with halo or methyl; provided at least one R 1 or R 2 is halo.
Claim 4
Dependent Claim
66 words
The phenyl cyanate of claim 2 of the formula: ##STR19## wherein each R is independently methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, or isopropyl; each R 1 is independently hydrogen, halo, methyl, methoxy, or cyano; and R 2 is hydrogen, halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, isopropyl, methoxy, cyano, phenyl, phenyloxy, or benzyl; provided at least one R 1 or R 2 is halo.
Claim 5
Dependent Claim
59 words
The phenyl cyanate of claim 3 of the formula: ##STR20## wherein each R is independently methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, or isopropyl; each R 1 is independently hydrogen, halo, or methyl; and R 2 is hydrogen, halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, or isopropyl; provided at least one R 1 or R 2 is halo.
Claim 6
Dependent Claim
12 words
The phenyl cyanate of claim 4 wherein halo is chloro or bromo.
Claim 7
Dependent Claim
43 words
The phenyl cyanate of claim 5 of the formula: ##STR21## wherein each R is independently methyl, methoxymethyl, acetoxymethyl, secondary butyl, or isopropyl; and each R 1 is independently hydrogen, chloro, bromo, or methyl; provided at least one R 1 is chloro or bromo.
Claim 8
Dependent Claim
40 words
The phenyl cyanate of claim 6 of the formula: ##STR22## wherein each R is independently methyl, methoxymethyl, acetoxymethyl, secondary butyl, or isopropyl; and each R 1 is independently hydrogen, bromo, or methyl; provided at least one R 1 is bromo.
Claim 9
Dependent Claim
39 words
The phenyl cyanate of claim 7 of the formula: ##STR23## wherein each R is independently methyl, methoxymethyl, secondary butyl, or isopropyl; and each R 1 is independently hydrogen, bromo, or methyl; provided at least one R 1 is bromo.
Claim 10
Dependent Claim
36 words
The phenyl cyanate of claim 8 of the formula: ##STR24## wherein R is methyl, isopropyl, or secondary butyl; and each R 1 is independently hydrogen, bromo, or methyl; provided at least one R 1 is bromo.
Claim 11
Dependent Claim
35 words
The phenyl cyanate of claim 9 of the formula: ##STR25## wherein R is methyl, isopropyl, or secondary butyl; and each R 1 is independently bromo or methyl; provided at least one R 1 is bromo.
Claim 12
Dependent Claim
17 words
The phenyl cyanate of claim 10 of the formula: ##STR26## wherein R 1 is bromo or methyl.
Claim 13
Dependent Claim
10 words
The phenyl cyanate of claim 11 of the formula: ##STR27##
Claim 14
Dependent Claim
10 words
The phenyl cyanate of claim 11 of the formula: ##STR28##
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-11-01 | 1992-05-02 | 1992-11-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-01 | 1996-05-02 | 1996-11-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-01 | 2000-05-02 | 2000-11-01 | $7700.00 | Window Closed / Lapsed |