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US3944574A Expired / Lapsed US ⏱️ 0.0 years remaining

Azido-silane compositions

Assignee: Union Carbide Corp
•
Filing: 1974-06-26
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Granted: 1976-03-16
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Expires: 1994-06-26
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Abstract

Abstract Azido-containing silane compositions of matter useful as coupling agents in the production of polymer composite articles.

Inventors

  • 👤 James Glenn Marsden
  • 👤 Peter Joseph Orenski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 15:32
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C08; C08K; C08K9/00; C08K9/04; C08K9/06; C09; C09C; C09C3/00; C09C3/12; C01; C01P; C01P2004/00; C01P2004/80; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2938; Y10T428/2962; Y10T428/31504; Y10T428/31551; Y10T428/31609; Y10T428/31612; Y10T428/31652; Y10T428/31663

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 190 words
A solubilized azido-containing silane composition of matter produced by a process which comprises reacting in the presence of a non-aqueous solvent a. an azido-containing carboxylic acid halide of the formula (N.sub.3 X).sub.a --Ar--(R).sub.n --COHal wherein X is a radical selected from the group consisting of sulfonyl and formyl radicals, a is an integer of from 1 to 2, Ar is an aryl radical, R is a divalent alkylene radical having from 1 to 17 carbon atoms, wherein n has a value of 0 or 1; and Hal represents a halogen radical, with (b) an amino-containing silane having the formula ##EQU4## wherein R 2 is a monovalent hydrocarbon radical, b has a value of 0 to 2, Y is a hydrolyzable group selected from the class consisting of alkoxy and aryloxy radicals and wherein R' is an organic radical directly bonded to the silicon atom of said silane through a carbon to silicon bond, said organic radical further containing at least one nitrogen atom which has a hydrogen atom bonded directly to it, said solvent being present in an amount sufficient to solubilize the azido-containing silane product of (a) and (b).
Claim 2
Dependent Claim 190 words
A solubilized azido-containing silane composition of matter produced by a process which comprises reacting in the presence of a non-aqueous solvent a. an azido-containing carboxylic acid halide of the formula (N.sub.3 X).sub.a --Ar--(R).sub.n --COHal wherein X is a radical selected from the group consisting of sulfonyl and formyl radicals, a is an integer of from 1 to 2, Ar is an aryl radical, R is a divalent alkylene radical having from 1 to 17 carbon atoms, wherein n has a value of 0 or 1; and Hal represents a halogen radical, with (b) an amino-containing silane having the formula ##EQU4## wherein R 2 is a monovalent hydrocarbon radical, b has a value of 0 to 2, Y is a hydrolyzable group selected from the class consisting of alkoxy and aryloxy radicals and wherein R' is an organic radical directly bonded to the silicon atom of said silane through a carbon to silicon bond, said organic radical further containing at least one nitrogen atom which has a hydrogen atom bonded directly to it, said solvent being present in an amount sufficient to solubilize the azido-containing silane product of (a) and (b).
Claim 3
Dependent Claim 28 words
A solubilized azido-containing silane composition of matter as defined in claim 1, wherein the non-aqueous solvent is selected from the group consisting of alcohols, ethers, ketones and esters.
Claim 4
Dependent Claim 64 words
A solubilized azido-containing silane composition of matter as defined in claim 2, wherein X is a sulfonyl radical; a is 1; Ar is phenylene; n is 0; Hal is chlorine; b is 0; Y is an alkoxy radical having from 1 to 12 carbon atoms and R' is an organic radical selected from the group consisting of aminoalkylene, aminoaryl, alkylene polyamine and polyazamide radicals.
Claim 5
Dependent Claim 107 words
A solubilized azido-containing silane composition of matter as defined in claim 3 wherein Y is a lower alkoxy radical having from 1 to 4 carbon atoms and R' is an amino radical of the formula ##EQU5## wherein R 3 , R 4 and R 6 individually represent a radical selected from the group consisting of hydrogen and a monovalent hydrocarbon radical having from 1 to 12 carbon atoms, at least one R 3 , R 4 and R 6 group being hydrogen; each R 5 group individually represents a divalent alkylene radical having from 1 to 10 carbon atoms; and y is 0 or a positive integer.
Claim 6
Dependent Claim 62 words
A solubilized azido-containing silane composition of matter as defined in claim 4 wherein R 3 , R 4 and R 6 individually represent a radical selected from the group consisting of hydrogen and a methyl radical; y has a value of 1 to 4; and each R 5 group individually represents a divalent alkylene radical having from 2 to 6 carbon atoms.
Claim 7
Dependent Claim 24 words
A solubilized azido-containing silane composition of matter as defined in claim 5 wherein R 3 , R 4 and R 6 are hydrogen radicals.
Claim 8
Dependent Claim 26 words
A solubilized azido-containing silane composition of matter as defined in claim 6, wherein the azido-containing compound is 3-(azidosulfonyl) benzoyl chloride and the amino-containing silane is N-beta-(aminoethyl)-gamma-aminopropyltrimethoxysilane.
Claim 9
Dependent Claim 17 words
An azido-containing silane composition of matter as defined in claim 1, obtained upon removal of the solvent.
Claim 10
Dependent Claim 44 words
An aqueous composition comprising from about 0.1 parts by weight to about 20 parts by weight of a solubilized azido-containing silane composition of matter as defined in claim 1, and from about 99.9 parts by weight to about 80 parts by weight of water.
Claim 11
Dependent Claim 42 words
An aqueous composition comprising from about 0.1 parts by weight to about 20 parts by weight of a solubilized azido-containing silane composition as defined in claim 4, and from about 99.9 parts by weight to about 80 parts by weight of water.
Claim 12
Dependent Claim 42 words
An aqueous solution comprising from about 0.1 parts by weight to about 20 parts by weight of a solubilized azido-containing silane composition as defined in claim 5, and from about 99.9 parts by weight to about 80 parts by weight of water.
Claim 13
Dependent Claim 20 words
An aqueous solution as defined in claim 11, wherein R 3 , R 4 and R 6 are hydrogen atoms.
Claim 14
Dependent Claim 23 words
An aqueous solution as defined in claim 12, wherein the azido-containing compound is 3-(azido-sulfonyl) benzoyl chloride and the amino-containing silane is N-beta-(aminoethyl)-gamma-aminopropyltrimethoxy silane.

References Cited (Backward Citations)

US3697551A Cited
US3706592A Cited
US3705911A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-03-16 1979-09-15 1980-03-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-03-16 1983-09-15 1984-03-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-03-16 1987-09-15 1988-03-16 $7700.00 Window Closed / Lapsed

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