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US4097406A Expired / Lapsed US ⏱️ 0.0 years remaining

Glycol and silicate-based surfactant composition

Assignee: Olin Corp
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Filing: 1976-01-08
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Granted: 1978-06-27
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Expires: 1996-01-08
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Abstract

Abstract A novel glycol and silicate-based surfactant composition is prepared by (a) obtaining a silicate-based component by a selective process involving (i) reaction of silicon tetrahalide with water and alcohol followed by (ii) transesterification with a polyether alcohol, and (b) subsequently combining the silicate-based component with glycols and/or polyglycol ethers. The resulting surfactant composition is utilized as a stabilizer in the production of polyurethane foam.

Inventors

  • 👤 Robert N. Scott
  • 👤 Thomas A. Knowles

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 19:06
CPC Classifications
C; C08; C08J; C08J9/00; C08J9/0061; C09; C09K; C09K23/00; C09K23/017; C08J2375/00; C08J2375/04; C08J2483/00; Y; Y10; Y10S; Y10S516/00; Y10S516/905; Y10S516/906

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 384 words
A process for preparing a glycol and silicate-based surfactant composition which comprises: (a) preparing a silicate-based component by: (i) reacting together, at a temperature of about 40° to 200° C, (1) a silicon tetrahalide selected from the group consisting of silicon tetrachloride, silicon tetrabromide, and silicon tetraiodide, and, per every mole of said silicon tetrahalide (2) about 0.2 to 2.0 moles of water and (3) at least about one mole of an alcohol represented by the formula R 1 OH wherein R 1 is alkyl of 2 to 20 carbon atoms or aryl of 6 to 14 carbon atoms, the reaction yielding a product made up of a volatile portion and a non-volatile portion, and (ii) at a temperature of about 65° to 320° C and in the presence of a transesterification catalyst, reacting the non-volatile portion of the product of step (i) with a polyether alcohol having a molecular weight of about 500 to 5,000 and represented by the formula R 2 (C n H 2n O)H wherein R 2 is alkyl of 1 to 10 carbon atoms and the moiety (C n H 2n O) represents a polyoxyalkylene chain consisting of from about 10 to 100% by weight of oxyethylene units, and, correspondingly, about 90 to 0% of oxypropylene units, oxybutylene units or a mixture of oxypropylene and oxybutylene units, said polyether alcohol being employed in a molar proportion ranging from about 0.006 to about 1.1 moles per every mole of said silicon tetrahalide which is used in step (i), with the proviso that the molar proportion of said polyether alcohol is no more than about 55% of the molar proportion of alcohol consumed in the reaction of step (i); and (b) combining the silicate-based component obtained with a glycol component having the general formula: ##STR4## wherein R 3 is hydrogen or an alkyl having about 1 to about 10 carbon atoms, R 4 is an alkyl having about 1 to about 4 carbon atoms, a = 0 to 1, b = 0 to 1, with the proviso that the sum of a + b is greater than zero, and m = 1 to 17, said components being combined so as to produce a surfactant composition containing about 3 to about 60% by weight of glycol component, based on the total weight.
Claim 2
Dependent Claim 384 words
A process for preparing a glycol and silicate-based surfactant composition which comprises: (a) preparing a silicate-based component by: (i) reacting together, at a temperature of about 40° to 200° C, (1) a silicon tetrahalide selected from the group consisting of silicon tetrachloride, silicon tetrabromide, and silicon tetraiodide, and, per every mole of said silicon tetrahalide (2) about 0.2 to 2.0 moles of water and (3) at least about one mole of an alcohol represented by the formula R 1 OH wherein R 1 is alkyl of 2 to 20 carbon atoms or aryl of 6 to 14 carbon atoms, the reaction yielding a product made up of a volatile portion and a non-volatile portion, and (ii) at a temperature of about 65° to 320° C and in the presence of a transesterification catalyst, reacting the non-volatile portion of the product of step (i) with a polyether alcohol having a molecular weight of about 500 to 5,000 and represented by the formula R 2 (C n H 2n O)H wherein R 2 is alkyl of 1 to 10 carbon atoms and the moiety (C n H 2n O) represents a polyoxyalkylene chain consisting of from about 10 to 100% by weight of oxyethylene units, and, correspondingly, about 90 to 0% of oxypropylene units, oxybutylene units or a mixture of oxypropylene and oxybutylene units, said polyether alcohol being employed in a molar proportion ranging from about 0.006 to about 1.1 moles per every mole of said silicon tetrahalide which is used in step (i), with the proviso that the molar proportion of said polyether alcohol is no more than about 55% of the molar proportion of alcohol consumed in the reaction of step (i); and (b) combining the silicate-based component obtained with a glycol component having the general formula: ##STR4## wherein R 3 is hydrogen or an alkyl having about 1 to about 10 carbon atoms, R 4 is an alkyl having about 1 to about 4 carbon atoms, a = 0 to 1, b = 0 to 1, with the proviso that the sum of a + b is greater than zero, and m = 1 to 17, said components being combined so as to produce a surfactant composition containing about 3 to about 60% by weight of glycol component, based on the total weight.
Claim 3
Dependent Claim 40 words
The process of claim 1 wherein R 3 is hydrogen or an alkyl having about 2 to about 8 carbon atoms, R 4 is an alkyl having about 1 to about 3 carbon atoms, and m = 1 to 7.
Claim 4
Dependent Claim 31 words
A process as claimed in claim 1 which includes the intermediate step of removing volatile portion before reacting said non-volatile portion of the product of step (i) with said polyether alcohol.
Claim 5
Dependent Claim 36 words
The process of claim 3 wherein said transesterification catalyst is selected from the group consisting of a Lewis acid, an alkali metal, an alkali metal hydride, an alkaline earth metal, and an alkaline earth matal hydride.
Claim 6
Dependent Claim 17 words
The process of claim 4 wherein said R 1 is alkyl of 2 to 10 carbon atoms.
Claim 7
Dependent Claim 37 words
The process of claim 5 wherein said silicate-based component and glycol component are combined so as to produce a surfactant composition having about 5% to about 50% by weight of glycol component, based on the total weight.
Claim 8
Dependent Claim 19 words
The process of claim 5 wherein the reaction step (ii) is carried out in the substantial absence of moisture.
Claim 9
Dependent Claim 30 words
The process as claimed in claim 7 which includes the added step of removing alcohol of said formula R 1 OH which is liberated during the reaction of step (ii).
Claim 10
Dependent Claim 12 words
The process of claim 8 wherein said silicon tetrahalide is silicon tetrachloride.
Claim 11
Dependent Claim 31 words
The process of claim 9 wherein said silicate-based component and glycol component are combined so as to produce a surfactant composition having about 10% to about 35% by weight of glycol.
Claim 12
Dependent Claim 64 words
The process of claim 10 wherein said polyether alcohol has a molecular weight of about 1,000 to 4,000 and in which said R 2 is alkyl of 1 to 6 carbon atoms and said (C n H 2n O) moiety represents a polyoxyethylene chain or a polyoxyethylene-oxypropylene chain having a weight ratio of oxyethylene to oxypropylene units ranging from about 2:1 to about 1:2.
Claim 13
Dependent Claim 48 words
The process of claim 11 wherein the reaction of step (i) is carried out at about 55° to 110° C, under reflux and using, per every mole of said silicon tetrachloride, about 2 to 12 moles of said alcohol and about 0.4 to 1.7 moles of said water.
Claim 14
Dependent Claim 44 words
The process of claim 12 wherein the reaction of step (ii) is carried out at about 80° to 260° C and using about 0.06 to 0.8 moles of said polyether alcohol per each mole of said silicon tetrachloride which is used in step (a).
Claim 15
Dependent Claim 359 words
A process for preparing a glycol and silicate-based surfactant composition which comprises the following steps: (a) preparing a silicate-based component by the following: (i) at a temperature from about -30° C to about 20° C, mixing together silicon tetrachloride and, per every mole of said silicon tetrachloride, about 0.7 to 1.4 moles of water and about 3 to 8 moles of isopropyl alcohol; (ii) allowing said mixture to react at a temperature of about 60° to 100° C and under reflux conditions, thereby forming a reaction product made up of hydrochloric acid, unreacted isopropyl alcohol and a non-volatile mixture comprised of silicate-based materials; (iii) stripping off said hydrochloric acid and unreacted isopropyl alcohol; (iv) reacting said non-volatile mixture with a polyether alcohol having a molecular weight of about 1,200 to 1,500 and represented by the formula ##STR5## wherein the moiety -C n H 2n O- represents a polyoxyethylene-oxypropylene chain having a weight ratio, of oxyethylene to oxypropylene units, ranging from about 6:4 to about 4:6, the reaction being carried out using about 0.1 to 0.7 mole of said polyether alcohol per each mole of said silicon tetrachloride used in step (i), at a temperature of about 140 to 220° C, in the substantial absence of moisture, and in the presence of a transesterification catalyst selected from the group consisting of a Lewis acid, an alkali metal and an alkali metal hydride, thereby forming a product comprised of a silicate-based surfactant composition and liberated isopropyl alcohol; and (v) removing said liberated isopropyl alcohol and recovering said silicate-based surfactant composition; and (b) combining the silicate-based component obtained with a glycol component having the general formula: ##STR6## wherein R 3 is hydrogen or an alkyl having about 2 to about 8 carbon atoms, R 4 is an alkyl having about 1 to about 3 carbon atoms, a = 0 to 1, b = 0 to 1, with the proviso that the sum of a + b is greater than zero, and m = 1 to 17, said components being combined so as to produce a surfactant composition containing about 5% by 50% by weight of glycol component, based on the total weight.
Claim 16
Dependent Claim 359 words
A process for preparing a glycol and silicate-based surfactant composition which comprises the following steps: (a) preparing a silicate-based component by the following: (i) at a temperature from about -30° C to about 20° C, mixing together silicon tetrachloride and, per every mole of said silicon tetrachloride, about 0.7 to 1.4 moles of water and about 3 to 8 moles of isopropyl alcohol; (ii) allowing said mixture to react at a temperature of about 60° to 100° C and under reflux conditions, thereby forming a reaction product made up of hydrochloric acid, unreacted isopropyl alcohol and a non-volatile mixture comprised of silicate-based materials; (iii) stripping off said hydrochloric acid and unreacted isopropyl alcohol; (iv) reacting said non-volatile mixture with a polyether alcohol having a molecular weight of about 1,200 to 1,500 and represented by the formula ##STR5## wherein the moiety -C n H 2n O- represents a polyoxyethylene-oxypropylene chain having a weight ratio, of oxyethylene to oxypropylene units, ranging from about 6:4 to about 4:6, the reaction being carried out using about 0.1 to 0.7 mole of said polyether alcohol per each mole of said silicon tetrachloride used in step (i), at a temperature of about 140 to 220° C, in the substantial absence of moisture, and in the presence of a transesterification catalyst selected from the group consisting of a Lewis acid, an alkali metal and an alkali metal hydride, thereby forming a product comprised of a silicate-based surfactant composition and liberated isopropyl alcohol; and (v) removing said liberated isopropyl alcohol and recovering said silicate-based surfactant composition; and (b) combining the silicate-based component obtained with a glycol component having the general formula: ##STR6## wherein R 3 is hydrogen or an alkyl having about 2 to about 8 carbon atoms, R 4 is an alkyl having about 1 to about 3 carbon atoms, a = 0 to 1, b = 0 to 1, with the proviso that the sum of a + b is greater than zero, and m = 1 to 17, said components being combined so as to produce a surfactant composition containing about 5% by 50% by weight of glycol component, based on the total weight.
Claim 17
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 1.
Claim 18
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 2.
Claim 19
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 3.
Claim 20
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 4.
Claim 21
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 5.
Claim 22
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 6.
Claim 23
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 7.
Claim 24
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 8.
Claim 25
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 9.
Claim 26
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 10.
Claim 27
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 11.
Claim 28
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 12.
Claim 29
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 13.
Claim 30
Dependent Claim 10 words
A surfactant composition prepared by the process of claim 14.

References Cited (Backward Citations)

US3793300A Cited
US3976675A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-06-26 1981-12-26 1982-06-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-06-26 1985-12-26 1986-06-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-06-26 1989-12-26 1990-06-27 $7700.00 Window Closed / Lapsed

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