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US4731420A Expired / Lapsed US ⏱️ 0.0 years remaining

Co-oligomerization product of a mixed cyanate and a polymaleimide and epoxy resin thereof

Assignee: Dow Chemical Co
•
Filing: 1986-12-08
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Granted: 1988-03-15
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Expires: 2006-12-08
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Abstract

Abstract Hydroxyaromatic oligomers are prepared by (I) reacting (A) an aromatic hydroxyl-containing material such as bisphenol A with (B) a cyanogen halide such as cyanogen bromide in the presence of a base such as triethylamine and (II) co-oligomerizing the cyanate-containing product from (I) with (C) a polymaleimide such as the reaction product of maleic anhydride with methylenedianiline optionally in the presence of (D) a co-oligomerization catalyst such as cobalt naphthenate. These oligomers are useful in the preparation of epoxy resins.

Inventors

  • 👤 Robert E. Hefner, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 20:56
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/02; C08G59/04; C08G59/06; C08G59/066; C08G59/18; C08G59/20; C08G59/32; C08G73/00; C08G73/06; C08G73/0622; C08G73/0638; C08G73/065; C08G73/0655

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 172 words
An epoxy resin composition prepared by reacting an epihalohydrin with a hydroxyaromatic oligomer resulting resulting from (I) reacting at a temperature and time sufficient to essentially complete the reaction of (A) at least one material having an average of more than one aromatic hydroxyl group per molecule with (B) at least 0.01 but not more than 0.95 moles of at least one cyanogen halide per aromatic hydroxyl group; in the presence of (C) from about 0.01 to about 1.1 mole of a suitable base per aromatic hydroxyl group contained in component (A); and thereafter recovering the resultant cyanate-containing mixture; and (II) co-oligomerizing at a temperature and for a time sufficient to essentially complete the co-oligomerization reaction the cyanate-containing product from (I) with (D) a polymaleimide in an amount which provides a mole ratio of maleimide groups to cyanate groups of from from about 0.01:1 to about 1:1; optionally in the presence of (E) a suitable co-oligomerization catalyst and subsequently dehydrohalogenating the resultant halohydrin ether and thereafter recovering the resultant glycidyl ether product.
Claim 2
Dependent Claim 172 words
An epoxy resin composition prepared by reacting an epihalohydrin with a hydroxyaromatic oligomer resulting resulting from (I) reacting at a temperature and time sufficient to essentially complete the reaction of (A) at least one material having an average of more than one aromatic hydroxyl group per molecule with (B) at least 0.01 but not more than 0.95 moles of at least one cyanogen halide per aromatic hydroxyl group; in the presence of (C) from about 0.01 to about 1.1 mole of a suitable base per aromatic hydroxyl group contained in component (A); and thereafter recovering the resultant cyanate-containing mixture; and (II) co-oligomerizing at a temperature and for a time sufficient to essentially complete the co-oligomerization reaction the cyanate-containing product from (I) with (D) a polymaleimide in an amount which provides a mole ratio of maleimide groups to cyanate groups of from from about 0.01:1 to about 1:1; optionally in the presence of (E) a suitable co-oligomerization catalyst and subsequently dehydrohalogenating the resultant halohydrin ether and thereafter recovering the resultant glycidyl ether product.
Claim 3
Dependent Claim 198 words
An epoxy resin composition of claim 1 wherein (i) component (A) is one or more materials represented by the following formula II ##STR13## wherein each A is independently a divalent hydrocarbon group haivng from 1 to about 12, carbon atoms, --S--, --S--S--, --SO--, --SO 2 --, --CO--, --O--CO--O--, --O--, ##STR14## each R' is independently hydrogen or a hydrocarbyl or hydrocarbyloxy group having from 1 to about 6 carbon atoms or a halogen; m' has a value from 1 to about 100; and n has value of zero or 1; (ii) component (C) is a tertiary amine; (iii) component (D) is a polymaleimide prepared by reacting maleic anhydride with an aromatic polyamine; (iv) components (A) and (B) are present in quantities which provide a ratio of moles of cyanogen halide per aromatic hydroxyl group of from about 0.05:1to about 0.55:1; (v) component (C) is present in a quantity which provides a ratio of moles of component (C) to aromatic hydroxyl groups present in component (A) of from about 0.05:1 to about 0.6:1; and (vi) component (D) is present in a quantity which provides a mole ratio of maleimide groups to cyanate groups of from about 0.025:1 to about 0.1:1.
Claim 4
Dependent Claim 34 words
An epoxy resin composition of claim 2 wherein (i) component (A) is bisphenol A; (ii) component (B) is cyanogen bromide; and (iii) component (D) is a polymaleimide prepared by reacting maleic anhydride with methylenedianiline.
Claim 5
Dependent Claim 26 words
The product resulting from curing the epoxy resin of claim 1 with a curing quantity of a suitable curing agent or curing catalyst or combination thereof.
Claim 6
Dependent Claim 26 words
The product resulting from curing the epoxy resin of claim 2 with a curing quantity of a suitable curing agent or curing catalyst or combination thereof.
Claim 7
Dependent Claim 26 words
The product resulting from curing the epoxy resin of claim 3 with a curing quantity of a suitable curing agent of curing catalyst or combination thereof.

References Cited (Backward Citations)

US4663398A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-03-15 1991-09-14 1992-03-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-03-15 1995-09-14 1996-03-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-03-15 1999-09-14 2000-03-15 $7700.00 Window Closed / Lapsed

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