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US4069192A Expired / Lapsed US ⏱️ 0.0 years remaining

Liquid thermosetting resins containing titanate salts

Assignee: Kenrich Petrochemicals Inc
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Filing: 1976-01-30
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Granted: 1978-01-17
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Expires: 1996-01-30
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Abstract

Abstract This invention relates to the use of certain organo-titanium salts for use with fillers for the preparation of epoxy resins and other liquid thermosetting resins; the resulting filled resin compositions; and compositions of such salts and such liquid resins. The organo-titanate salts of the invention may be represented by the formulas: (RO).sub.z Ti(A).sub.x (OAr).sub.y, (I) roti(OAr).sub.3 (II) where R is a monovalent alkyl, alkenyl, alkynyl or aralkyl group having from 1 to about 30 carbon atoms or a substituted derivative thereof; A is a monovalent thioaryloxy, sulfonyl, sulfinyl, diester pyrophosphate, diester phosphate or a substituted derivative thereof; OAr is aroxy or a substituted derivative thereof; the sum of x, y and z equals 4; x and z may be 1, 2 or 3; and y may be 0, 1 or 2; or ##STR1## where A' represents a non-hydrolyzable group as defined above for A or an aryl group, B is an alkylene group (CR 2 ") or carbonyl, R" may be hydrogen or alkyl groups having 1 to 6 carbon atoms and n may be 1 to 2. Preferably R" is hydrogen. The R"s in a particular molecule may be the same or different.

Inventors

  • 👤 Salvatore J. Monte
  • 👤 Gerald Sugerman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 13:17
CPC Classifications
C; C09; C09D; C09D7/00; C09D7/40; C09D7/41

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 200 words
A filled thermosetting resin composition which comprises a resin containing a comminuted filler and organic titanate compound having the formula: (RO).sub.z Ti(A).sub.x (OAr).sub.y, (I) roti(OAr).sub.3 (II) where R is a monovalent alkyl, alkenyl, alkynyl or aralkyl group having from 1 to about 30 carbon atoms or a substituted derivative thereof; A is a non-hydrolyzable group having the formula --SAr, --OSO 2 R', --OSOR', (R'O) 2 P(O)OP(OH)(O)-- or (R'O) 2 P(O)O--, where R' is hydrogen or an alkyl, alkenyl, aryl, aralkyl or alkaryl group having 1 to 30 carbon atoms or a substituted derivative thereof; Ar is a phenyl or naphthyl group having up to 30 carbon atoms or a substituted derivative thereof; the sum of x, y and z is 4; x and z are 1, 2 or 3; and y is 0, 1 or 2; or ##STR3## where A' represents a non-hydrolyzable group as defined above for A or an aroxy group, B is an alkylene group (CR 2 ") or carbonyl, R" is hydrogen or alkyl groups having 1 to 6 carbon atoms and n is 1 to 2; said organic titanate compound being present in amounts sufficient to affect the viscosity of the filled liquid thermosetting resin.
Claim 2
Dependent Claim 200 words
A filled thermosetting resin composition which comprises a resin containing a comminuted filler and organic titanate compound having the formula: (RO).sub.z Ti(A).sub.x (OAr).sub.y, (I) roti(OAr).sub.3 (II) where R is a monovalent alkyl, alkenyl, alkynyl or aralkyl group having from 1 to about 30 carbon atoms or a substituted derivative thereof; A is a non-hydrolyzable group having the formula --SAr, --OSO 2 R', --OSOR', (R'O) 2 P(O)OP(OH)(O)-- or (R'O) 2 P(O)O--, where R' is hydrogen or an alkyl, alkenyl, aryl, aralkyl or alkaryl group having 1 to 30 carbon atoms or a substituted derivative thereof; Ar is a phenyl or naphthyl group having up to 30 carbon atoms or a substituted derivative thereof; the sum of x, y and z is 4; x and z are 1, 2 or 3; and y is 0, 1 or 2; or ##STR3## where A' represents a non-hydrolyzable group as defined above for A or an aroxy group, B is an alkylene group (CR 2 ") or carbonyl, R" is hydrogen or alkyl groups having 1 to 6 carbon atoms and n is 1 to 2; said organic titanate compound being present in amounts sufficient to affect the viscosity of the filled liquid thermosetting resin.
Claim 3
Dependent Claim 66 words
The composition of claim 1 wherein the organic titanate compound is of formula I; wherein R is an alkyl group having 1 to 6 carbon atoms; A is a --OSO 2 R' group; and R' is a phenyl, an alkyl-substituted phenyl or an aralkyl group having from 5 to 24 carbon atoms in the alkyl chain; z is 1; x is 3; and y is 0.
Claim 4
Dependent Claim 32 words
The composition of claim 1 wherein the filler is a pigment and the organic titanate compound is of formula III and the liquid thermosetting resin is an epoxy or an acrylic resin.
Claim 5
Dependent Claim 16 words
The composition of claim 3 wherein the organic titanate compound is 2-oxyacetyl di(dodecylbenzene)titanate or glycol di(dioctylphosphato)titanate.
Claim 6
Dependent Claim 58 words
The composition of claim 1 wherein the organic titanate compound is of formula I, wherein R is an alkyl group having from 1 to 6 carbon atoms; A is a group having the formula (R'O) 2 P(O)O-- wherein R' has from 6 to 24 carbon atoms; and wherein z is 1, x is 3, and y is 0.
Claim 7
Dependent Claim 24 words
The filled resin composition of claim 1 wherein the resin is an epoxy resin, a phenolic resin, an acrylate resin or a furan resin.
Claim 8
Dependent Claim 23 words
The filled resin composition of claim 1 containing from 0.1 to 5.0 weight % of the titanate compound based on weight of filler.
Claim 9
Dependent Claim 26 words
The filled resin composition of claim 1 wherein the composition contains from 50 to 1500 parts of filler for each 100 parts of the resin composition.
Claim 10
Dependent Claim 15 words
The filled resin composition of claim 1 wherein the organic titanate is isopropyl tri(dodecylbenzenesulfonyl) titanate.
Claim 11
Dependent Claim 15 words
The filled resin composition of claim 1 wherein the organic titanate is isopropyl tri(dioctylphosphato) titanate.
Claim 12
Dependent Claim 15 words
The filled resin composition of claim 1 wherein the organic titanate is isopropyl tri(cumylphenyl) titanate.
Claim 13
Dependent Claim 15 words
The filled resin composition of claim 1 wherein the organic titanate is 2-oxyacetyl di(dodecylbenzenesulfonyl) titanate.
Claim 14
Dependent Claim 14 words
The filled resin composition of claim 1 wherein the filler is sand or granite.
Claim 15
Dependent Claim 25 words
The filled resin composition of claim 1 wherein the composition is used as a paint and at least one of the fillers is a pigment.

References Cited (Backward Citations)

US3310575A Cited
US3697474A Cited
US3697475A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-16 1981-07-18 1982-01-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-16 1985-07-18 1986-01-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-16 1989-07-18 1990-01-17 $7700.00 Window Closed / Lapsed

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