US4368313A
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US
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Stabilization of silanol hydrolysates of organosilanes
Assignee: General Electric Co
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Filing: 1981-09-18
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Granted: 1983-01-11
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Expires: 2001-09-18
Abstract
Abstract A method for stabilizing silanol hydrolysates of organosilanes in an acid medium is described. The method comprises adding a neutralizing agent containing a chelatable metal ion to the silanol hydrolysate in an acid medium to reduce the acidity of the medium; removing solids from the medium; and adding a chelating agent to form a chelate with metal in the medium. In a preferred embodiment, methyltrimethoxysilane is hydrolyzed with an excess of slightly acidic water; calcium carbonate neutralizing agent is added thereto to reduce the acidity of the medium; excess calcium carbonate and other solids in the medium are removed by filtration; and acetylacetone is added as a chelating agent to form a chelate or to interact with the calcium from the calcium carbonate neutralizing agent in the medium. The process of this invention stops haze formation in the products formed by the process of the invention and substantially extends the shelf life of silanol hydrolysates of organolsilanes.
Inventors
- 👤 Susan E. Hayes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 09:52
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/06; C08G77/32
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
71 words
A method of stabilizing silanol hydrolysates of organosilanes in an acid medium comprising: (a) adding a neutralizing agent containing a chelatable metal ion to the acid medium containing a silanol hydrolysate of organosilane to reduce the acidity of the medium to a pH of from about 6.5 to about 7.0; (b) removing solids from the medium; and (c) adding a chelate agent to form a chelate with metal in the medium.
Claim 2
Independent Claim
71 words
A method of stabilizing silanol hydrolysates of organosilanes in an acid medium comprising: (a) adding a neutralizing agent containing a chelatable metal ion to the acid medium containing a silanol hydrolysate of organosilane to reduce the acidity of the medium to a pH of from about 6.5 to about 7.0; (b) removing solids from the medium; and (c) adding a chelate agent to form a chelate with metal in the medium.
Claim 3
Dependent Claim
21 words
The method of claim 1 wherein the neutralizing agent is a carbonate of a Group Ia metal or Group IIa metal.
Claim 4
Independent Claim
25 words
The method of claims 1 or 2 wherein the neutralizing agent is selected from the group consisting of calcium carbonate, magnesium carbonate and barium carbonate.
Claim 5
Dependent Claim
12 words
The method of claim 1 wherein the neutralizing agent is magnesium oxide.
Claim 6
Dependent Claim
27 words
The method of claim 1 wherein a sufficient amount of neutralizing agent is added to the medium to adjust the pH of the medium to about 7.0.
Claim 7
Independent Claim
27 words
The method of claims 1 or 2 wherein the neutralizing agent is selected from the group consisting of sodium carbonate, sodium bicarbonate, potassium carbonate, and potassium bicarbonate.
Claim 8
Dependent Claim
15 words
The method of claim 1 further comprising removing the solids from the medium by filtration.
Claim 9
Dependent Claim
23 words
The method of claim 1 wherein the chelating agent is selected from the group consisting of acetylacetone, acetoacetic ester, malonic acid and biacetyl.
Claim 10
Independent Claim
134 words
The method of making stabilized silanol hydrolysates of organosilanes comprising: (a) reacting a hydrolyzing medium and an organosilane compound in an acid medium, the silane compound having the formula: R.sub.a SiX.sub.4-a wherein R is an organic radical attached directly to the silicon atom, a hydrogen atom attached directly to the silicon atom or mixtures thereof; x is a hydrolyzable substituent; and a is 0, 1 or 2 to form a silanol hydrolysate of organosilane in an acid medium; (b) adding a neutralizing agent containing a chelatable metal ion to the silanol hydrolysate in an acid medium to reduce the acidity of the medium to a pH of from about 6.5 to about 7.0; (c) removing solids from the medium; and adding a chelating agent to form a chelate with chelatable metal in the medium.
Claim 11
Independent Claim
134 words
The method of making stabilized silanol hydrolysates of organosilanes comprising: (a) reacting a hydrolyzing medium and an organosilane compound in an acid medium, the silane compound having the formula: R.sub.a SiX.sub.4-a wherein R is an organic radical attached directly to the silicon atom, a hydrogen atom attached directly to the silicon atom or mixtures thereof; x is a hydrolyzable substituent; and a is 0, 1 or 2 to form a silanol hydrolysate of organosilane in an acid medium; (b) adding a neutralizing agent containing a chelatable metal ion to the silanol hydrolysate in an acid medium to reduce the acidity of the medium to a pH of from about 6.5 to about 7.0; (c) removing solids from the medium; and adding a chelating agent to form a chelate with chelatable metal in the medium.
Claim 12
Dependent Claim
29 words
The method of claim 9 wherein the organic radical is selected from the group consisting of alkyl, aryl, cycloalkyl, arylalkyl, alkaryl, alkenyl, halogenated alkyl, halogenated aryl and mixtures thereof.
Claim 13
Dependent Claim
22 words
The method of claim 9 wherein the hydrolyzable substituent is selected from the group consisting of chlorine, bromine, alkoxy and mixtures thereof.
Claim 14
Dependent Claim
22 words
The method of claim 9 wherein the silane compound is selected from the group consisting of alkoxysilane, alkylalkoxysilane, arylalkoxysilane, alkylhalosilane and arylhalosilane.
Claim 15
Dependent Claim
11 words
The method of claim 9 wherein the silane compound is methyltrimethoxysilane.
Claim 16
Dependent Claim
11 words
The method of claim 9 wherein the silane compound is methyltrichlorosilane.
Claim 17
Dependent Claim
11 words
The method of claim 9 wherein the hydrolyzing medium is water.
Claim 18
Dependent Claim
28 words
The method of claim 9 further comprising washing the acid medium with water to dilute the acid content of the acid medium prior to adding the neutralizing agent.
Claim 19
Dependent Claim
20 words
The method of claim 9 further comprising heating the water and the silane compound under reflux to form a resin.
Claim 20
Dependent Claim
14 words
The method of claim 9 further comprising adding acid to provide an acid medium.
Claim 21
Dependent Claim
21 words
The method of claim 9 wherein the neutralizing agent is a carbonate of a Group Ia metal or Group IIa metal.
Claim 22
Independent Claim
25 words
The method of claims 9 or 19 wherein the neutralizing agent is selected from the group consisting of calcium carbonate, magnesium carbonate and barium carbonate.
Claim 23
Dependent Claim
12 words
The method of claim 9 wherein the neutralizing agent is magnesium oxide.
Claim 24
Independent Claim
27 words
The method of claims 9 or 19 wherein the neutralizing agent is selected from the group consisting of sodium carbonate, sodium bicarbonate, potassium carbonate, and potassium bicarbonate.
Claim 25
Dependent Claim
22 words
The method of claim 9 further comprising increasing the solids content of the medium by removing by-products and water from the medium.
Claim 26
Dependent Claim
23 words
The method of claim 23 wherein the solids content is increased by stripping alcohol formed as a by-product and water from the medium.
Claim 27
Dependent Claim
15 words
The method of claim 9 further comprising removing the solids from the medium by filtration.
Claim 28
Dependent Claim
27 words
The method of claim 9 wherein a sufficient amount of neutralizing agent is added to the medium to adjust the pH of the medium to about 7.0.
Claim 29
Dependent Claim
23 words
The method of claim 9 wherein the chelating agent is selected from the group consisting of acetylacetone, acetoacetic ester, malonic acid and biacetyl.
Claim 30
Independent Claim
24 words
The method of claims 9 or 27 wherein about 0.01% to about 2.0% by weight of the chelating agent is added to the medium.
Claim 31
Dependent Claim
13 words
The stabilized silanol hydrolysates of organosilanes stabilized by the process of claim 1.
Claim 32
Dependent Claim
13 words
The stabilized silanol hydrolysates of organosilanes made by the method of claim 9.
Claim 33
Dependent Claim
13 words
The stabilized silanol hydrolysate of methyltrimethoxysilane made by the method of claim 13.
Claim 34
Dependent Claim
13 words
The stabilized silanol hydrolysate of methyltrichlorosilane made by the method of claim 14.
Claim 35
Independent Claim
82 words
The method of making a stabilized silanol hydrolysate of methyltrimethoxysilane comprising: (a) adding a stoichiometric excess of acidic water slowly to methyltrimethoxysilane to form a silanol hydrolysate of methyltrimethoxysilane in an acid medium; (b) adding calcium carbonate to the silanol hydrolysate of methyltrimethoxysilane in an acid medium to reduce the acidity of the medium; (c) removing unreacted solid calcium carbonate from the medium; and (d) adding 2,4-pentanedione to the medium to form a chelate compound with dissolved calcium from the calcium carbonate.
Claim 36
Independent Claim
82 words
The method of making a stabilized silanol hydrolysate of methyltrimethoxysilane comprising: (a) adding a stoichiometric excess of acidic water slowly to methyltrimethoxysilane to form a silanol hydrolysate of methyltrimethoxysilane in an acid medium; (b) adding calcium carbonate to the silanol hydrolysate of methyltrimethoxysilane in an acid medium to reduce the acidity of the medium; (c) removing unreacted solid calcium carbonate from the medium; and (d) adding 2,4-pentanedione to the medium to form a chelate compound with dissolved calcium from the calcium carbonate.
Claim 37
Dependent Claim
13 words
The stabilized silanol hydrolysate of methyltrimethoxysilane made by the method of claim 33.
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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) | 1986-01-10 | 1986-07-12 | 1987-01-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-10 | 1990-07-12 | 1991-01-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-10 | 1994-07-12 | 1995-01-11 | $7700.00 | Window Closed / Lapsed |