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US4043956A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydrocurable oxazolidine polyanhydride compositions

Assignee: Rohm and Haas Co
•
Filing: 1975-03-14
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Granted: 1977-08-23
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Expires: 1995-03-14
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Abstract

Abstract Compositions comprising an oxazolidine and a polyanhydride cure in the presence of moisture to afford polymeric materials. The compositions can be used in forming caulks, films, fibers, paints, seamless flooring, coatings, impregnants and adhesives for both natural and synthetic materials.

Inventors

  • 👤 Thomas W. Hutton
  • 👤 John J. Miller
  • 👤 Lawrence K. Wempe
  • 👤 Sheldon N. Lewis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 07:47
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/30; C08F8/32; C08G; C08G73/00; C08G73/02; C08G73/0233; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31692; Y10T428/31855; Y10T428/3188; Y10T428/31895; Y10T428/4935

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 136 words
A hydrocurable composition comprising a polyanhydride having two or more pendant anhydride groups and an oxazolidine of the formula: ##STR19## wherein R is an organic radical; R 1 is hydrogen, phenyl, benzyl or C 1 -C 12 alkyl; R 2 is hydrogen or C 1 -C 4 alkyl or R 1 and R 2 are joined together with the carbon atom to which they are attached to form a five- or six-membered saturated carbon ring; Y is a radical of the formula ##STR20## wherein n' is an integer of 2 or 3 and R 3 and R 4 are the same or different radicals selected from hydrogen, C 1 -C 12 alkyl, C 6 -C 10 aryl or C 7 -C 12 aralkyl or alkaryl and n is an integer equal to the valence of R.
Claim 2
Dependent Claim 136 words
A hydrocurable composition comprising a polyanhydride having two or more pendant anhydride groups and an oxazolidine of the formula: ##STR19## wherein R is an organic radical; R 1 is hydrogen, phenyl, benzyl or C 1 -C 12 alkyl; R 2 is hydrogen or C 1 -C 4 alkyl or R 1 and R 2 are joined together with the carbon atom to which they are attached to form a five- or six-membered saturated carbon ring; Y is a radical of the formula ##STR20## wherein n' is an integer of 2 or 3 and R 3 and R 4 are the same or different radicals selected from hydrogen, C 1 -C 12 alkyl, C 6 -C 10 aryl or C 7 -C 12 aralkyl or alkaryl and n is an integer equal to the valence of R.
Claim 3
Dependent Claim 43 words
The composition of claim 1 wherein the polyanhydride is prepared from maleic anhydride and one or more materials selected from C 1 -C 18 alkyl acrylate or methacrylate, a polyunsaturated fatty acid ester, an α-olefin, a vinyl ether, vinyl acetate, ethylene or styrene.
Claim 4
Dependent Claim 29 words
The composition of claim 2 wherein the polyanhydride is prepared from maleic anhydride and either a polyunsaturated fatty acid ester or a C 3 -C 6 acrylate or methacrylate.
Claim 5
Dependent Claim 20 words
The composition of claim 3 wherein the polyunsaturated fatty acid ester is tung oil and the acrylate is butyl acrylate.
Claim 6
Dependent Claim 172 words
The composition of claim 1 wherein the oxazolidine has the following structural formula: ##STR21## wherein R 1 is hydrogen, phenyl, benzyl or a C 1 -C 12 alkyl; R 2 is hydrogen or C 1 -C 4 alkyl or R 1 and R 2 are joined together with the carbon atom to which they are attached to form a saturated five- or six-membered carbon ring and Y is a radical of the formula: ##STR22## wherein n is 2 or 3 and R 3 and R 4 are the same or different radicals selected from hydrogen, C 1 -C 12 alkyl, C 6 -C 10 aryl or C 7 -C 12 aralkyl or alkaryl groups; R 8 is a saturated or unsaturated alkyl or polyvalent alkylene radical having up to 38 carbon atoms, aralkyl, alkaryl, polyvalent aralkylene or polyvalent alkarylene radical having up to 25 carbon atoms or an aryl or polyvalent arylene radical having up to 18 carbon atoms and Z is an integer equal to the valence of R 8 .
Claim 7
Dependent Claim 186 words
The composition of claim 1 wherein the oxazolidine has the following structural formula: ##STR23## wherein R 1 hydrogen, phenyl, benzyl or C 1 -C 12 alkyl; R 2 is hydrogen or C 1 -C 4 alkyl or R 1 and R 2 are joined with the carbon atom to which they are attached to form a five- or six-membered carbon ring; m is an integer of 2-4; Y is the radical ##STR24## wherein n is 2 or 3 and R 3 and R 4 are the same or different radicals selected from hydrogen, C 1 -C 12 alkyl, C 6 -C 10 aryl or C 7 -C 12 aralkyl or alkaryl; Z is a divalent alkylene, a tri- or tetravelent hydrocarbon radical, a monovalent C 1 -C 18 alkyl, a C 3 -C 12 cycloalkyl, a C 6 -C 12 aryl or a C 7 -C 15 aralkyl or alkaryl; X is the radical ##STR25## wherein m is an integer of 2-4 and R 5 and R 6 are the same or different radicals selected from hydrogen or unsubstituted or substituted C 1 -C 6 alkyl.
Claim 8
Dependent Claim 233 words
The composition of claim 1 wherein the oxazolidine has the following structural formula: ##STR26## wherein R 1 is hydrogen, phenyl, benzyl or C 1 -C 12 alkyl; R 2 is hydrogen or C 1 -C 4 alkyl or R 1 and R 2 are joined together with the carbon atom to which they are attached to form a saturated five- or six-membered carbon ring, and Y is the radical ##STR27## wherein n is 2 or 3 and R 3 and R 4 are the same or different radicals selected from hydrogen, C 1 -C 12 alkyl, (C 6 -C 10 ) aryl or C 7 -C 12 aralkyl or alkaryl; X is the radical ##STR28## wherein q is an integer of 2 to 4 and R 5 and R 6 are the same or different radicals selected from hydrogen or unsubstituted or substituted C 1 -C 6 alkyl; Z' is a saturated, polyvalent alkylene radical having up to 38 carbon atoms, a polyvalent phenylene, a polyvalent halo-substituted phenylene, a C 1 -C 8 alkyl-substituted phenylene, the divalent hydrocarbon residue of 1,1,3-trimethyl-5-carboxy-3-(p-carboxyphenyl)indane, an unsaturated divalent alkenyl radical having 2 or 3 carbon atoms or a O═C<group; A is ##STR29## (the left valence being connected to the Z' radical) or when Z' is ##STR30## then A is --O-- and m' is an integer of at least two and is equal to the valence of Z'.
Claim 9
Dependent Claim 126 words
The composition of claim 1 wherein the oxazolidine is a polymer of an unsaturated oxazolidine of the following structural formula: ##STR31## wherein R 1 is hydrogen, phenyl, benzyl or C 1 -C 12 alkyl; R 2 is hydrogen or C 1 -C 4 alkyl or R 1 and R 2 are joined together with the carbon atom to which they are attached to form a saturated five- or six-membered carbon ring; Y is the radical ##STR32## wherein n is 2 or 3 and R 3 and R 4 are the same or different radicals selected from hydrogen, C 1 -C 12 alkyl, C 6 -C 10 aryl or C 7 -C 12 aralkyl or alkaryl; n' is 1 or 2 and n" is 2 or 3.
Claim 10
Dependent Claim 18 words
The composition of claim 1 wherein the polyanhydride is the reaction product of maleic anhydride and tung oil.
Claim 11
Dependent Claim 17 words
The composition of claim 1 wherein the polyanhydride is the copolymer of maleic anhydride and butyl acrylate.
Claim 12
Dependent Claim 17 words
A process for forming a polymeric material which comprises contacting the composition of claim 1 with water.
Claim 13
Dependent Claim 12 words
A polymeric material formed from the composition of claim 1 and water.
Claim 14
Dependent Claim 12 words
The polymeric material formed from the composition of claim 9 and water.
Claim 15
Dependent Claim 12 words
The polymeric material formed from the composition of claim 10 and water.
Claim 16
Dependent Claim 17 words
An article of manufacture comprising a substrate having a coating of the polymeric material of claim 12.
Claim 17
Dependent Claim 16 words
An article according to claim 15 wherein the substrate is wood, metal, plastic, paper or leather.
Claim 18
Dependent Claim 14 words
A leather having as a topcoat or impregnant the polymeric material of claim 12.
Claim 19
Dependent Claim 19 words
An article of manufacture comprising a substrate having a tacky adhesive layer of the polymeric material of claim 15.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-22 1981-02-21 1981-08-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-22 1985-02-21 1985-08-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-22 1989-02-21 1989-08-23 $7700.00 Window Closed / Lapsed

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