US4806625A
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US
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Flame resistant polyaromatic cyanate resins with improved thermal stability
Assignee: Dow Chemical Co
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Filing: 1988-01-12
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Granted: 1989-02-21
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Expires: 2008-01-12
Abstract
Abstract Halogen-containing hydrocarbon phenol cyanate resins are prepared by reacting the product resulting from reacting a hydrocarbon phenol resin with a metahalogenated hydroxymethyl phenol with a cyanogen halide.
Inventors
- 👤 Gary W. Bogan
- 👤 Georgia A. Monnerat
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 04:15
CPC Classifications
C; C08; C08G; C08G73/00; C07; C07C; C07C261/00; C07C261/02; C08G61/00; C08G61/02; C08G73/06; C08G73/0622; C08G73/0638; C08G73/065; C08G73/0655; C08G73/0661; C07C2603/00; C07C2603/56; C07C2603/90; C07C2603/91
Claims Analysis
Total Claims: 58
Claim 1
Independent Claim
103 words
A hydrocarbon phenol cyanate resin represented by the following formula I ##STR8## wherein each R is independently hydrogen or an alkyl group having from 1 to about 10 carbon atoms; each m independently has a value from 1 to about 6; m' has an average value from zero to about 4; each R' is independently hydrogen or a group represented by the following formula II ##STR9## wherein each R" is independently an alkyl group having from 1 to about 4 carbon atoms; each X is a halogen; with the proviso that at least one R' group is a group represented by formula II.
Claim 2
Dependent Claim
103 words
A hydrocarbon phenol cyanate resin represented by the following formula I ##STR8## wherein each R is independently hydrogen or an alkyl group having from 1 to about 10 carbon atoms; each m independently has a value from 1 to about 6; m' has an average value from zero to about 4; each R' is independently hydrogen or a group represented by the following formula II ##STR9## wherein each R" is independently an alkyl group having from 1 to about 4 carbon atoms; each X is a halogen; with the proviso that at least one R' group is a group represented by formula II.
Claim 3
Dependent Claim
49 words
A hydrocarbon phenol cyanate resin of claim 1 wherein each R is independently hydrogen or an alkyl group having from 1 to about 6 carbon atoms; each m independently has a value from 1 to about 3; and m' has an average a value from zero to about 2.
Claim 4
Dependent Claim
51 words
A hydrocarbon phenol cyanate resin of claim 1 wherein each R is independently hydrogen or an alkyl group having from 1 to about 2 carbon atoms; each X is bromine; each m independently has a value from 1 to about 2; and m' has a value from zero to about 1.
Claim 5
Dependent Claim
19 words
A hydrocarbon phenol cyanate resin of claim 3 wherein R is hydrogen, R" is methyl, and X is bromine.
Claim 6
Dependent Claim
217 words
A hydrocarbon phenol cyanate resin mixture comprising (A) at least one hydrocarbon phenol cyanate resin represented by the following formula I ##STR10## wherein each R is independently hydrogen or an alkyl group having from 1 to about 10 carbon atoms; each m independently has a value from 1 to about 6; each m' has an average value from zero to about 4; each R' is independently hydrogen or a group represented by the following formula II; ##STR11## wherein each R" is independently an alkyl group having from 1 to about 4 carbon atoms; each X is a halogen; with the proviso that at least one R' group is a group represented by formula II; and (B) at least one halogen-free hydrocarbon phenol cyanate resin represented by the following formula III ##STR12## wherein each R is independently hydrogen or an alkyl group having from 1 to about 10 carbon atoms; each m independently has a value from 1 to about 6; m' has an average value from zero to about 4; and wherein component (A) is present in an amount of from about 1 to about 99 percent by weight and component (B) is present in an amount of from about 99 to about 1 percent by weight based upon the combined weight of components (A) and (B).
Claim 7
Dependent Claim
217 words
A hydrocarbon phenol cyanate resin mixture comprising (A) at least one hydrocarbon phenol cyanate resin represented by the following formula I ##STR10## wherein each R is independently hydrogen or an alkyl group having from 1 to about 10 carbon atoms; each m independently has a value from 1 to about 6; each m' has an average value from zero to about 4; each R' is independently hydrogen or a group represented by the following formula II; ##STR11## wherein each R" is independently an alkyl group having from 1 to about 4 carbon atoms; each X is a halogen; with the proviso that at least one R' group is a group represented by formula II; and (B) at least one halogen-free hydrocarbon phenol cyanate resin represented by the following formula III ##STR12## wherein each R is independently hydrogen or an alkyl group having from 1 to about 10 carbon atoms; each m independently has a value from 1 to about 6; m' has an average value from zero to about 4; and wherein component (A) is present in an amount of from about 1 to about 99 percent by weight and component (B) is present in an amount of from about 99 to about 1 percent by weight based upon the combined weight of components (A) and (B).
Claim 8
Dependent Claim
96 words
A hydrocarbon phenol cyanate resin mixture of claim 5 wherein components (A) and (B) are employed in an amount of from about 10 to about 90 percent by weight of component (A) and from about 90 to about 10 percent by weight of component (B) based upon the combined weight of components (A) and (B); each R is independently hydrogen or an alkyl group having from 1 to about 6 carbon atoms; each m independently has a value from about 1 to about 3; and m' has an average value from about zero to about 2.
Claim 9
Dependent Claim
100 words
A hydrocarbon phenol cyanate resin mixture of claim 5 wherein components (A) and (B) are employed in an amount of from about 15 to about 85 percent by weight of component (A) and from about 85 to about 15 percent by weight of component (B) based upon the combined weight of components (A) and (B); each R is independently hydrogen or an alkyl group having from 1 to about 2 carbon atoms; each X is bromine; each m independently has a value from about 1 to about 2; and m' has an average value from about zero to about 1.
Claim 10
Dependent Claim
24 words
A hydrocarbon phenol cyanate resin of claim 7 wherein in components (A) and (B) R is hydrogen, R" is methyl and X is bromine.
Claim 11
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 1 with a curing quality of a suitable curing agent or catalyst.
Claim 12
Dependent Claim
30 words
The curable composition of claim 9 wherein said curing agent or catalyst is a base, acid, salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 13
Dependent Claim
34 words
The curable composition of claim 10 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobalt acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 14
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 2 with a curing quantity of a suitable curing agent or catalyst.
Claim 15
Dependent Claim
30 words
The curable composition of claim 12 wherein said curing agent or catalyst is a base, acid, salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 16
Dependent Claim
34 words
The curable composition of claim 13 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobalt acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 17
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 3 with a curing quantity of a suitable curing agent or catalyst.
Claim 18
Dependent Claim
30 words
The curable composition of claim 15 wherein said curing agent or catalyst is a base, acid salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 19
Dependent Claim
34 words
The curable composition of claim 16 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobat acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 20
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 4 with a curing quantity of a suitable curing agent or catalyst.
Claim 21
Dependent Claim
30 words
The curable composition of claim 18 wherein said curing agent or catalyst is a base, acid, salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 22
Dependent Claim
34 words
The curable composition of claim 19 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobalt acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 23
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 5 with a curing quantity of a suitable curing agent or catalyst.
Claim 24
Dependent Claim
30 words
The curable composition of claim 21 wherein said curing agent or catalyst is a base, acid, salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 25
Dependent Claim
34 words
The curable composition of claim 22 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobalt acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 26
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 6 with a curing quantity of a suitable curing agent or catalyst.
Claim 27
Dependent Claim
30 words
The curable composition of claim 24 wherein said curing agent or catalyst is a base, acid, salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 28
Dependent Claim
34 words
The curable composition of claim 25 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobalt acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 29
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 7 with a curing quantity of a suitable curing agent or catalyst.
Claim 30
Dependent Claim
30 words
The curable composition of claim 27 wherein said curing agent or catalyst is a base, acid, salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 31
Dependent Claim
34 words
The curable composition of claim 28 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobalt acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 32
Dependent Claim
23 words
A curable composition comprising a hydrocarbon phenol cyanate resin of claim 8 with a curing quantity of a suitable curing agent or catalyst.
Claim 33
Dependent Claim
30 words
The curable composition of claim 30 wherein said curing agent or catalyst is a base, acid, salt, nitrogen or phosphorous compound, transition metal salt or complex, or a combination thereof.
Claim 34
Dependent Claim
34 words
The curable composition of claim 31 wherein said curing agent or catalyst is cobalt octoate, cobalt naphthenate, cobalt acetylacetonate, zinc octoate, zinc naphthenate, tin octoate, diazobicyclo-(2,2,2)-octane, triethylamine, an alkyl phenol or a combination thereof.
Claim 35
Dependent Claim
10 words
The product resulting from curing the composition of claim 9.
Claim 36
Dependent Claim
10 words
The product resulting from curing the composition of claim 10.
Claim 37
Dependent Claim
10 words
The product resulting from curing the composition of claim 11.
Claim 38
Dependent Claim
10 words
The product resulting from curing the composition of claim 12.
Claim 39
Dependent Claim
10 words
The product resulting from curing the composition of claim 13.
Claim 40
Dependent Claim
10 words
The product resulting from curing the composition of claim 14.
Claim 41
Dependent Claim
10 words
The product resulting from curing the composition of claim 15.
Claim 42
Dependent Claim
10 words
The product resulting from curing the composition of claim 16.
Claim 43
Dependent Claim
10 words
The product resulting from curing the composition of claim 17.
Claim 44
Dependent Claim
10 words
The product resulting from curing the composition of claim 18.
Claim 45
Dependent Claim
10 words
The product resulting from curing the composition of claim 19.
Claim 46
Dependent Claim
10 words
The product resulting from curing the composition of claim 20.
Claim 47
Dependent Claim
10 words
The product resulting from curing the composition of claim 21.
Claim 48
Dependent Claim
10 words
The product resulting from curing the composition of claim 22.
Claim 49
Dependent Claim
10 words
The product resulting from curing the composition of claim 23.
Claim 50
Dependent Claim
10 words
The product resulting from curing the composition of claim 24.
Claim 51
Dependent Claim
10 words
The product resulting from curing the composition of claim 25.
Claim 52
Dependent Claim
10 words
The product resulting from curing the composition of claim 26.
Claim 53
Dependent Claim
10 words
The product resulting from curing the composition of claim 27.
Claim 54
Dependent Claim
10 words
The product resulting from curing the composition of claim 28.
Claim 55
Dependent Claim
10 words
The product resulting from curing the composition of claim 29.
Claim 56
Dependent Claim
10 words
The product resulting from curing the composition of claim 30.
Claim 57
Dependent Claim
10 words
The product resulting from curing the composition of claim 31.
Claim 58
Dependent Claim
10 words
The product resulting from curing the composition of claim 32.
References Cited (Backward Citations)
US4097455A
Cited
US4751323A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-02-21 | 1992-08-22 | 1993-02-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-02-21 | 1996-08-22 | 1997-02-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-02-21 | 2000-08-22 | 2001-02-21 | $7700.00 | Window Closed / Lapsed |