← Back to Patent Explorer
US4806625A Expired / Lapsed US ⏱️ 0.0 years remaining

Flame resistant polyaromatic cyanate resins with improved thermal stability

Assignee: Dow Chemical Co
•
Filing: 1988-01-12
•
Granted: 1989-02-21
•
Expires: 2008-01-12
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag