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US4395533A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethanes prepared from hydroxy benzamides or polyols prepared from hydroxy benzamides and polyisocyanates or polyisothiocyanates

Assignee: Dow Chemical Co
•
Filing: 1982-05-13
•
Granted: 1983-07-26
•
Expires: 2002-05-13
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Abstract

Abstract New epoxy resins are prepared by reacting a hydroxybenzamide or derivative thereof with an epihalohydrin followed by dehydrohalogenation. These epoxy resins have crystalline melting points, self-cure at elevated temperatures and cure rapidly in the presence of the usual epoxy resin curing agents. Also disclosed are hydrolyzed products of these epoxy resins and subsequent reactions with polyisocyanates.

Inventors

  • 👤 James L. Bertram
  • 👤 Edmund P. Woo

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 17:50
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5036; C08G18/5039; C08G18/30; C08G18/38; C08G18/3819; C08G18/3823; C08G18/3825; C08G59/00; C08G59/02; C08G59/04; C08G59/06; C08G59/063; C08G59/14; C08G59/1405; C08G59/1427; C08G59/18; C08G59/20; C08G59/22; C08G59/28; C08G59/32; C08G59/3227

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 319 words
A product resulting from reacting (1) a vicinal dihydroxyl-containing material or mixture of such materials represented by the following formulas VIII, IX or X ##STR3## wherein each R is a divalent hydrocarbyl group having from 1 to about 18 carbon atoms, a group represented by the following formulas IV, V, VI or VII ##STR4## or R can be combined with R 5 so as to form a stable heterocyclic ring with the nitrogen atoms; each A is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms, --O--, --S--, --S--S--, ##STR5## each R 2 and R 3 is independently hydrogen or an alkyl group having from 1 to about 4 carbon atoms; each R 4 is independently hydrogen, a hydrocarbyl or a halogen substituted hydrocarbyl group having from 1 to about 8 carbon atoms; each R 5 is independently hydrogen, a 2-hydroxy-3-halopropyl group, a 2-alkyl-2-hydroxy-3-halopropyl group, a monovalent hydrocarbyl group or a hydroxyl substituted monovalent hydrocarbyl group, said hydrocarbyl groups having from 1 to about 9 carbon atoms, said alkyl group having from 1 to about 4 carbon atoms; each R 8 is independently selected from the group represented by the following formula XV ##STR6## or the groups represented by R 5 , except that R 8 cannot be hydrogen; each R 9 is a divalent hydrocarbyl group having from 2 to about 4 carbon atoms; each X is independently hydrogen, chlorine, bromine or a hydrocarbyl or hydrocarbyloxy group having from 1 to about 9 carbon atoms; each X' is a hydroxyl group; each m independently has a value of zero or 1; n has an average value of from about 0.01 to about 6; p has an average value of from 1 to about 10; q has an average value of at least 1 and each y and z independently has a value of 1 or 2 with (2) a polyisocyanate, polyisothiocyanate or mixture thereof.
Claim 2
Dependent Claim 319 words
A product resulting from reacting (1) a vicinal dihydroxyl-containing material or mixture of such materials represented by the following formulas VIII, IX or X ##STR3## wherein each R is a divalent hydrocarbyl group having from 1 to about 18 carbon atoms, a group represented by the following formulas IV, V, VI or VII ##STR4## or R can be combined with R 5 so as to form a stable heterocyclic ring with the nitrogen atoms; each A is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms, --O--, --S--, --S--S--, ##STR5## each R 2 and R 3 is independently hydrogen or an alkyl group having from 1 to about 4 carbon atoms; each R 4 is independently hydrogen, a hydrocarbyl or a halogen substituted hydrocarbyl group having from 1 to about 8 carbon atoms; each R 5 is independently hydrogen, a 2-hydroxy-3-halopropyl group, a 2-alkyl-2-hydroxy-3-halopropyl group, a monovalent hydrocarbyl group or a hydroxyl substituted monovalent hydrocarbyl group, said hydrocarbyl groups having from 1 to about 9 carbon atoms, said alkyl group having from 1 to about 4 carbon atoms; each R 8 is independently selected from the group represented by the following formula XV ##STR6## or the groups represented by R 5 , except that R 8 cannot be hydrogen; each R 9 is a divalent hydrocarbyl group having from 2 to about 4 carbon atoms; each X is independently hydrogen, chlorine, bromine or a hydrocarbyl or hydrocarbyloxy group having from 1 to about 9 carbon atoms; each X' is a hydroxyl group; each m independently has a value of zero or 1; n has an average value of from about 0.01 to about 6; p has an average value of from 1 to about 10; q has an average value of at least 1 and each y and z independently has a value of 1 or 2 with (2) a polyisocyanate, polyisothiocyanate or mixture thereof.
Claim 3
Dependent Claim 22 words
A product of claim 1 wherein component (1) is reacted with a vicinal epoxy-containing material prior to any reaction with component (2).
Claim 4
Dependent Claim 23 words
A product of claim 2 wherein said vicinal epoxy-containing material is ethylene oxide, propylene oxide, 1,2-butylene oxide, 2,3-butylene oxide or a mixture thereof.
Claim 5
Dependent Claim 101 words
A product of claims 1, 2 or 3 wherein in component (2) each R is independently a divalent hydrocarbyl group having from 2 to about 12 carbon atoms or two such groups each having from 2 to about 4 carbon atoms; A is a divalent hydrocarbyl group having from 1 to about 4 carbon atoms, each R 2 , R 3 , R 5 X is hydrogen; R 4 is hydrogen or an alkyl group having from 1 to about 2 carbon atoms; R 9 is a divalent hydrocarbyl group having 2 carbon atoms; and m has a value of 1.

References Cited (Backward Citations)

US2730531A Cited
US3042692A Cited
US3562297A Cited
US3840598A Cited
US3798242A Cited
US4215210A Cited
US4358577A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-07-25 1987-01-24 1987-07-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-07-25 1991-01-24 1991-07-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-07-25 1995-01-24 1995-07-26 $7700.00 Window Closed / Lapsed

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