← Back to Patent Explorer
US4284548A Expired / Lapsed US ⏱️ 0.0 years remaining

Ambient temperature curable hydroxyl containing polymer/silicon compositions

Assignee: OSI Specialties Inc
•
Filing: 1978-12-29
•
Granted: 1981-08-18
•
Expires: 1998-12-29
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Ambient temperature curable compositions comprising a hydroxyl containing organic polymer and an aminoorganosilicon acylamino compound, said compositions being useful as protective coating compositions.

Inventors

  • 👤 Lawrence G. Kaufman
  • 👤 Charles N. Merriam
  • 👤 Enrico J. Pepe

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 09:38
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/54; C08K5/544; C08K5/5455

Claims Analysis

Total Claims: 44
Claim 1
Independent Claim 276 words
A substantially anhydrous, acid-free, room temperature curable composition which comprises (A) an organic thermoplastic polymer containing at least two hydroxyl radicals which are directly bonded to non-carboxylic carbon atoms of said polymer; and (B) a hydrolyzable aminoorganosilicon acylamino compound having the formula ##STR23## and mixtures thereof, wherein: X is an alkoxy radical having 1 to 6 carbon atoms; R is a divalent alkylene radical having 1 to 4 carbon atoms; R 1 is hydrogen or an alkyl radical having 1 to 4 carbon atoms; R 2 is a divalent alkylene radical having 2 to 4 carbon atoms; R 3 is a radical selected from the group consisting of hydrogen, an alkyl radical having 1 to 20 carbon atoms or a phenyl radical; R 4 is a radical selected from the group consisting of an alkyl radical having 1 to 20 carbon atoms, a phenyl radical or a silyl radical of the formula: ##STR24## wherein X, R and R 1 are the same as defined above; Q is a radical selected from the group consisting of hydrogen, an alkyl radical of 1 to 4 carbon atoms, a phenyl radical or an ester radical of the formula --COOR 5 wherein R 5 is an alkyl radical having 1 to 4 carbon atoms; and wherein a has a value of 0 to 2 and t and x each have a value of 0 to 4, with the proviso that when x is at least 1, R 4 can also be hydrogen; and wherein said composition contains about 5 to 50 parts by weight of said hydrolyzable silicon compound (B) per 100 parts by weight of said organic polymer (A).
Claim 2
Dependent Claim 276 words
A substantially anhydrous, acid-free, room temperature curable composition which comprises (A) an organic thermoplastic polymer containing at least two hydroxyl radicals which are directly bonded to non-carboxylic carbon atoms of said polymer; and (B) a hydrolyzable aminoorganosilicon acylamino compound having the formula ##STR23## and mixtures thereof, wherein: X is an alkoxy radical having 1 to 6 carbon atoms; R is a divalent alkylene radical having 1 to 4 carbon atoms; R 1 is hydrogen or an alkyl radical having 1 to 4 carbon atoms; R 2 is a divalent alkylene radical having 2 to 4 carbon atoms; R 3 is a radical selected from the group consisting of hydrogen, an alkyl radical having 1 to 20 carbon atoms or a phenyl radical; R 4 is a radical selected from the group consisting of an alkyl radical having 1 to 20 carbon atoms, a phenyl radical or a silyl radical of the formula: ##STR24## wherein X, R and R 1 are the same as defined above; Q is a radical selected from the group consisting of hydrogen, an alkyl radical of 1 to 4 carbon atoms, a phenyl radical or an ester radical of the formula --COOR 5 wherein R 5 is an alkyl radical having 1 to 4 carbon atoms; and wherein a has a value of 0 to 2 and t and x each have a value of 0 to 4, with the proviso that when x is at least 1, R 4 can also be hydrogen; and wherein said composition contains about 5 to 50 parts by weight of said hydrolyzable silicon compound (B) per 100 parts by weight of said organic polymer (A).
Claim 3
Dependent Claim 30 words
A composition as defined in claim 1, wherein R 3 is hydrogen; Q is hydrogen; t is 0 or 1; x is 0 and R 4 is an alkyl radical.
Claim 4
Dependent Claim 32 words
A composition as defined in claim 1, wherein R 3 is hydrogen; Q is hydrogen; t is 0 or 1; x is 1 and R 4 is hydrogen or an alkyl radical.
Claim 5
Dependent Claim 48 words
A composition as defined in claim 1, wherein R 3 is hydrogen; Q is hydrogen; t is 0 or 1; x is 0 and R 4 is a silyl radical of the formula ##STR25## wherein R, R 1 and X and a are the same as defined above.
Claim 6
Dependent Claim 40 words
A composition as defined in claim 4 wherein a is 0; t is 0; R is --CH 2 CH 2 CH 2 --; and X is an alkoxy radical selected from the group consisting of methoxy, ethoxy and 2-methoxyethoxy radicals.
Claim 7
Dependent Claim 13 words
A composition as defined in claim 5, wherein X is a methoxy radical.
Claim 8
Dependent Claim 13 words
A composition as defined in claim 5, wherein X is an ethoxy radical.
Claim 9
Dependent Claim 48 words
A composition as defined in claim 1, wherein R 3 is hydrogen; Q is hydrogen; t is 0 or 1; x is 1 and R 4 is a silyl radical of the formula ##STR26## wherein R, R 1 and X and a are the same as defined above.
Claim 10
Dependent Claim 48 words
A composition as defined in claim 8, wherein a is 0; t is 1; R is --CH 2 CH 2 CH 2 --; R 2 is --CH 2 CH 2 -- and X is an alkoxy radical selected from the group consisting of methoxy, ethoxy and 2-methoxyethoxy radicals.
Claim 11
Dependent Claim 13 words
A composition as defined in claim 9, wherein X is a methoxy radical.
Claim 12
Dependent Claim 13 words
A composition as defined in claim 9, wherein X is an ethoxy radical.
Claim 13
Dependent Claim 56 words
A composition as defined in claim 1 wherein the organic thermoplastic polymer is selected from the class consisting of a hydroxyalkyl acrylate modified vinyl chloride polymer, a polyether polyol polymer, a polyhydroxy containing acrylate polymer, a polyvinyl alcohol polymer, a polyhydroxy containing polyvinyl acetal polymer, a polyester polyol polymer, a phenolic resin polymer, and mixtures thereof.
Claim 14
Dependent Claim 86 words
A composition as defined in claim 12, wherein X is an alkoxy radical selected from the group consisting of methoxy, ethoxy, and 2-methoxyethoxy wherein R and R 2 are divalent alkylene radicals selected from the group consisting of ethylene and propylene, wherein R 3 and Q are hydrogen, wherein a is 0, wherein t is 0 or 1, wherein x is 0 or 1 and wherein R 4 is a silyl radical of the formula --R--Si--X.sub.3 wherein R and X are the same as defined above.
Claim 15
Dependent Claim 20 words
A composition as defined in claim 13, wherein the organic thermoplastic polymer is a hydroxyalkyl acrylate modified vinyl chloride polymer.
Claim 16
Dependent Claim 17 words
A composition as defined in claim 13, wherein the organic thermoplastic polymer is a polyether polyol polymer.
Claim 17
Dependent Claim 19 words
A composition as defined in claim 13, wherein the organic thermoplastic polymer is a polyhydroxy containing polyvinyl acetal polymer.
Claim 18
Dependent Claim 18 words
A composition as defined in claim 13, wherein the organic thermoplastic polymer is a polyhydroxy containing acrylate polymer.
Claim 19
Dependent Claim 17 words
A composition as defined in claim 13, wherein the organic thermoplastic polymer is a polyvinyl alcohol polymer.
Claim 20
Dependent Claim 17 words
A composition as defined in claim 13, wherein the organic thermoplastic polymer is a polyester polyol polymer.
Claim 21
Dependent Claim 17 words
A composition as defined in claim 13, wherein the organic thermoplastic polymer is a phenolic resin polymer.
Claim 22
Dependent Claim 23 words
A composition as defined in claim 13, wherein X is methoxy, R is a propylene radical and R 2 is an ethylene radical.
Claim 23
Dependent Claim 36 words
A composition as defined in claim 1, wherein said composition contains about 10 to about 40 parts by weight of said hydrolyzable aminoorganosilicon acylamino compound (B) per 100 parts by weight of said organic polymer (A).
Claim 24
Dependent Claim 16 words
A composition as defined in claim 1 wherein an alkylsilicate is present as an additional ingredient.
Claim 25
Dependent Claim 14 words
A composition as defined in claim 23, wherein the alkyl silicate is tetraethyl orthosilicate.
Claim 26
Dependent Claim 108 words
A composition as defined in claim 12, which also contains an organic solvent in an amount sufficient to dissolve the organic polymer employed; about 70 to 100 parts by weight of a pigment per 100 parts by weight of said organic polymer; 0 to about 70 parts by weight of a filler material per 100 parts by weight of said organic polymer; 0 to about 25 parts by weight of an alkyl silicate; and based on the total weight of the composition 0 to about 1 percent by weight of a dispersing agent for said pigment and 0 to about 3 percent by weight of a dessicant material.
Claim 27
Dependent Claim 86 words
A composition as defined in claim 25 wherein X is an alkoxy radical selected from the group consisting of methoxy, ethoxy and 2-methoxyethoxy, wherein R and R 2 are divalent alkylene radicals selected from the group consisting of ethylene and propylene, wherein R 3 and Q are hydrogen, wherein a is 0, wherein t is 0 or 1, wherein x is 0 or 1 and wherein R 4 is a silyl radical of the formula --RSiX.sub.3 wherein R and X are the same as defined above.
Claim 28
Dependent Claim 20 words
A composition as defined in claim 26, wherein the organic thermoplastic polymer is a hydroxyalkyl acrylate modified vinyl chloride polymer.
Claim 29
Dependent Claim 17 words
A composition as defined in claim 26, wherein the organic thermoplastic polymer is a polyether polyol polymer.
Claim 30
Dependent Claim 16 words
A composition as defined in claim 28, wherein the polyether polyol polymer is a phenoxy resin.
Claim 31
Dependent Claim 19 words
A composition as defined in claim 26, wherein the organic thermoplastic polymer is a polyhydroxy containing polyvinyl acetal polymer.
Claim 32
Dependent Claim 18 words
A composition as defined in claim 30, wherein the polyhydroxy containing polyvinyl acetal polymer is a polyvinylbutyral resin.
Claim 33
Dependent Claim 18 words
A composition as defined in claim 26, wherein the organic thermoplastic polymer is a polyhydroxy containing acrylate polymer.
Claim 34
Dependent Claim 17 words
A composition as defined in claim 26, wherein the organic thermoplastic polymer is a polyvinyl alcohol polymer.
Claim 35
Dependent Claim 17 words
A composition as defined in claim 26, wherein the organic thermoplastic polymer is a polyester polyol polymer.
Claim 36
Dependent Claim 17 words
A composition as defined in claim 26, wherein the organic thermoplastic polymer is a phenolic resin polymer.
Claim 37
Dependent Claim 23 words
A composition as defined in claim 27, wherein R is a propylene radical R 2 is an ethylene radical, and X is methoxy.
Claim 38
Dependent Claim 36 words
A composition as defined in claim 25, wherein said composition contains about 10 to about 40 parts by weight of said hydrolyzable aminoorganosilicon acylamino compound (B) per 100 parts by weight of said organic polymer (A).
Claim 39
Dependent Claim 13 words
A composition as defined in claim 25, wherein the pigment is titanium dioxide.
Claim 40
Dependent Claim 76 words
A composition as defined in claim 27, wherein the organic polymer contains (a) from about 50 to about 85 weight percent of vinyl chloride derived mer units, (b) from about 0 to 10 weight percent mer units derived from a polymerizable monomer selected from the class consisting of alkyl esters of alpha, beta-ethylenically unsaturated carboxylic acids and vinyl esters of saturated fatty acids, and (c) from 10 to 30 percent mer units derived from hydroxyalkyl acrylate.
Claim 41
Dependent Claim 42 words
A composition as defined in claim 39, wherein the organic polymer is a hydroxy-functional random terpolymer containing about 80 weight percent vinyl chloride mer units, about 5 weight percent vinyl acetate mer units and about 15 weight percent hydroxypropyl acrylate mer units.
Claim 42
Dependent Claim 36 words
A composition as defined in claim 40, wherein said composition contains about 10 to about 40 parts by weight of said hydrolyzable aminoorganosilicon acylamino compound (B) per 100 parts by weight of said organic polymer (A).
Claim 43
Dependent Claim 13 words
A composition as defined in claim 41 wherein the pigment is titanium dioxide.
Claim 44
Dependent Claim 12 words
The crosslinked polymer product obtained upon crosslinking the composition of claim 1.

References Cited (Backward Citations)

US3252825A Cited
US3266612A Cited
US3247281A Cited
US3252278A Cited
US3408420A Cited
US3981851A Cited
US3907974A Cited
US4098840A Cited
FR2343079B1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-17 1985-02-16 1985-08-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-17 1989-02-16 1989-08-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-17 1993-02-16 1993-08-18 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag