Patent US4767599A successfully refreshed from Google Patents.
US4767599A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Silicate-containing antifreeze with carboxy-substituted organosilicon stabilizer
Assignee: Prestone Products Corp USA
•
Filing: 1987-10-16
•
Granted: 1988-08-30
•
Expires: 2007-10-16
Abstract
Abstract A silicone/silicate-containing antifreeze characterized by dilute aqueous stability includes substituted organosilicon carboxylates characterized by the following formula: ##STR1## wherein M is a monovalent cation such as, for example, sodium; Z represents a moiety hydrolyzable to silanol; R 1 represents hydrogen, a monovalent hydrocarbon radical such as methyl, ethyl, phenyl, and the like or a substituted monovalent hydrocarbon radical; a has a value from 0 to 20, b has a value of 1 or 2, c has a value of 0 or 1, n has a value of 2, 3, or 4, and m has a value of from 3 to 15 when a is other than 0 and from about 7 to about 15 when a is 0.
Inventors
- 👤 Paul H. Mohr
- 👤 Enrico J. Pepe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 12:24
CPC Classifications
C; C23; C23F; C23F11/00; C23F11/08; C03; C03C; C03C25/00; C03C25/10; C03C25/24; C03C25/40; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C08; C08G; C08G77/00; C08G77/04; C08G77/14; C08G77/42; C08G77/46; C09; C09K; C09K5/00; C09K5/20
Claims Analysis
Total Claims: 48
Claim 1
Independent Claim
170 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol, (b) a buffer in an amount to maintain said pH for the antifreeze, (c) a silicate in a corrosion-inhibiting amount, and (d) an organosilicon carboxylate having the formula: ##STR17## wherein a is from 0 to 20, b is 1 or 2, c is 0 or 1, n is an integer of 2 to 4, m is from 3 to 15, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, with the proviso that when a is 0, m is from about 7 to about 15, said carboxylate being present in an amount sufficient to stabilize the silicate.
Claim 2
Independent Claim
170 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol, (b) a buffer in an amount to maintain said pH for the antifreeze, (c) a silicate in a corrosion-inhibiting amount, and (d) an organosilicon carboxylate having the formula: ##STR17## wherein a is from 0 to 20, b is 1 or 2, c is 0 or 1, n is an integer of 2 to 4, m is from 3 to 15, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, with the proviso that when a is 0, m is from about 7 to about 15, said carboxylate being present in an amount sufficient to stabilize the silicate.
Claim 3
Dependent Claim
16 words
The method of claim 1 wherein a is 0, b is 1, and c is 0.
Claim 4
Dependent Claim
9 words
The method of claim 2 wherein m is 10.
Claim 5
Dependent Claim
26 words
The method of claim 1 wherein a is from about 5 to 13, b is 1, c is 0, m is 3 and n is 2.
Claim 6
Dependent Claim
90 words
The method of claim 1 wherein component (c) is an inorganic silicate described as a distribution of species represented by units having the empirical formula: ##STR18## wherein M is a monovalent cation that forms a glycol soluble silicate selected from the group consisting of sodium, potassium, lithium, rubidium and tetraorganoammonium cations, w has a value of from 1 to 4 inclusive, v has a value from 0 to 3 inclusive and p has a value from 1 to 4 inclusive which is equal to the sum of w and v.
Claim 7
Dependent Claim
33 words
The method of claim 1 wherein component (c) is an organic silicate ester having the formula: Si(OR).sub.4 wherein R is selected from the group consisting of alkyl, aryl, alkoxyalkyl, alkoxyaryl and mixtures thereof.
Claim 8
Independent Claim
38 words
The method of any of claims 1 through 6 made from an antifreeze concentrate wherein the amount of component (c) is between 100 and 1000 ppm of equivalent Si based on the total weight of the antifreeze concentrate.
Claim 9
Independent Claim
38 words
The method of any of claims 1 through 6 made from a concentrate wherein the amount of component (d) is between about 10 and about 100 ppm of silicon equivalents based on the weight of the antifreeze concentrate.
Claim 10
Independent Claim
19 words
The method of any of claims 1 through 6 wherein said pH is between about 8 and about 11.
Claim 11
Independent Claim
19 words
The method of any of claims 1 through 6 wherein said pH is between about 9 and about 10.5.
Claim 12
Independent Claim
19 words
The method of any of claims 1 through 6 wherein said pH is between about 8 and about 10.5.
Claim 13
Independent Claim
19 words
The method of any of claims 1 through 6 which additionally contains carbonate or bicarbonate, or a mixture thereof.
Claim 14
Independent Claim
35 words
The method of any of claims 1 through 6 made from a concentrate wherein the amount of component (b) is between about 1 and about 5 wt. % based on the weight of the concentrate.
Claim 15
Independent Claim
196 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises a composition made from the following components: (a) an alcohol, (b) a buffer in an amount to maintain said pH for the antifreeze, (c) a silicate in a corrosion-inhibiting amount, and (d) an organosilicon carboxylate percursor having the formula: ##STR19## wherein Y is a hydrolyzable moiety selected from the group consisting of ##STR20## a is from 0 to 20, b is 1 or 2, c is 0 or 1, n is an integer of from 2 to 4, m is from 3 to 15, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, with the proviso that when a is 0, m is from about 7 to about 15, said organosilicon carboxylate precursor being added in an amount sufficient to stabilize the silicate in said antifreeze.
Claim 16
Independent Claim
196 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises a composition made from the following components: (a) an alcohol, (b) a buffer in an amount to maintain said pH for the antifreeze, (c) a silicate in a corrosion-inhibiting amount, and (d) an organosilicon carboxylate percursor having the formula: ##STR19## wherein Y is a hydrolyzable moiety selected from the group consisting of ##STR20## a is from 0 to 20, b is 1 or 2, c is 0 or 1, n is an integer of from 2 to 4, m is from 3 to 15, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, with the proviso that when a is 0, m is from about 7 to about 15, said organosilicon carboxylate precursor being added in an amount sufficient to stabilize the silicate in said antifreeze.
Claim 17
Dependent Claim
17 words
The method of claim 14 wherein Y is ##STR21## and Z is --OCH 2 CH 2 OH.
Claim 18
Dependent Claim
107 words
A method according to claim 1 or claim 14 wherein Z is at least one of acyloxy containing species, alkyloxy containing species, aryloxy containing species, aralkyloxy containing species, alkaryloxy containing species, alkyleneoxy containing species, hydroxy alkyloxy containing species, hydroxy polyalkyleneoxy alkyloxy containing species, alkoxy polyalkyleneoxy alkyloxy containing species, acyloxy polyalkyleneoxy alkyloxy containing species, alkoxy alkyloxy containing species, acyloxy alkyloxy containing species, cyano alkyloxy containing species, cyano polyalkyleneoxy alkyloxy containing species, amino alkyloxy containing species, amino alkyloxy containing species, dialkylamino alkyloxy containing species, alkanolamino alkyloxy containing species, dialkanolamino alkyloxy containing species, carboxy alkyloxy containing species, carboxy polyalkyleneoxy alkyloxy containing species, carboalkoxy containing species and carboalkoxy alkyloxy containing species.
Claim 19
Dependent Claim
20 words
A method according to claim 1 or claim 14 wherein M in the organosilicone carboxylate is a monovalent metal cation.
Claim 20
Dependent Claim
18 words
A method according to claim 17 wherein said monovalent cation is at least one of sodium or potassium.
Claim 21
Independent Claim
171 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol selected from the group consisting of ethanol, propanol, butanol, ethylene glycol, diethylene glycol, propylene glycol, glycerol, butylene glycol and mixtures thereof; (b) a buffer in an amount to maintain said pH for the antifreeze; (c) a silicate in a corrosion-inhibiting amount; and (d) an organosilicon carboxylate having the formula: ##STR22## wherein a is 0, b is 1, c is 0 or 1, n is an integer of 2 to 4, m is 10, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, wherein said carboxylate is present in an amount sufficient to stabilize the corrosion-inhibiting amount of silicate.
Claim 22
Independent Claim
171 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol selected from the group consisting of ethanol, propanol, butanol, ethylene glycol, diethylene glycol, propylene glycol, glycerol, butylene glycol and mixtures thereof; (b) a buffer in an amount to maintain said pH for the antifreeze; (c) a silicate in a corrosion-inhibiting amount; and (d) an organosilicon carboxylate having the formula: ##STR22## wherein a is 0, b is 1, c is 0 or 1, n is an integer of 2 to 4, m is 10, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, wherein said carboxylate is present in an amount sufficient to stabilize the corrosion-inhibiting amount of silicate.
Claim 23
Dependent Claim
91 words
A method according to claim 19 wherein component (c) is an inorganic silicate described as a distribution of species represented by units having the empirical formula: ##STR23## wherein M is a monovalent cation that forms a glycol soluble silicate selected from the group consisting of sodium, potassium, lithium rubidium and tetraorganoammonium cations, w has a value of from 1 to 4 inclusive, v has a value from 0 to 3 inclusive and p has a value from 1 to 4 inclusive which is equal to the sum of w and v.
Claim 24
Dependent Claim
34 words
A method according to claim 19 wherein component (c) is an organic silicate ester having the formula: Si(OR).sub.4 wherein R is selected from the group consisting of alkyl, aryl, alkoxyalkyl, alkoxyaryl and mixtures thereof.
Claim 25
Independent Claim
38 words
A method according to claims 19 or 20 or 21 having an antifreeze concentrate wherein the amount of component (c) is between 100 and 1000 ppm of equivalent Si based on the total weight of the antifreeze concentrate.
Claim 26
Independent Claim
38 words
A method according to claims 19 or 20 or 21 made from a concentrate wherein the amount of component (d) is between 10 and about 100 ppm of silicon equivalents based on the weight of the antifreeze concentrate.
Claim 27
Independent Claim
20 words
A method according to claims 19 or 20 or 21 wherein said pH is between about 8 and about 11.
Claim 28
Independent Claim
18 words
A method according to claims 19 or 20 wherein said pH is between about 9 and about 10.5.
Claim 29
Dependent Claim
16 words
A method according to claim 21 wherein said pH is between about 9 and about 10.5.
Claim 30
Independent Claim
20 words
A method according to claims 19 or 20 or 21 which additionally contains carbonate or bicarbonate, or a mixture thereof.
Claim 31
Independent Claim
38 words
A method according to claims 19 or 20 or 21 made having an antifreeze concentrate wherein the amount of component (b) is between about 1 and about 5 wt. percent based on the weight of the antifreeze concentrate.
Claim 32
Independent Claim
189 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol selected from the group consisting of ethanol, propanol, butanol, ethylene glycol, diethylene glycol, propylene glycol, glycerol, butylene glycol and mixtures thereof; (b) a buffer in an amount to maintain said pH for the antifreeze; (c) a silicate in a corrosion-inhibiting amount; and (d) an organosilicon carboxylate having the formula: ##STR24## wherein a is from 0, b is 1, c is 0 or 1, n is an integer of 2 to 4, m is 10, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, with the proviso that when a is 0, m is from about 7 to about 15, said organosilicon carboxylate precursor being added in an amount sufficient to stabilize the silicate in said antifreeze.
Claim 33
Independent Claim
189 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol selected from the group consisting of ethanol, propanol, butanol, ethylene glycol, diethylene glycol, propylene glycol, glycerol, butylene glycol and mixtures thereof; (b) a buffer in an amount to maintain said pH for the antifreeze; (c) a silicate in a corrosion-inhibiting amount; and (d) an organosilicon carboxylate having the formula: ##STR24## wherein a is from 0, b is 1, c is 0 or 1, n is an integer of 2 to 4, m is 10, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, with the proviso that when a is 0, m is from about 7 to about 15, said organosilicon carboxylate precursor being added in an amount sufficient to stabilize the silicate in said antifreeze.
Claim 34
Dependent Claim
18 words
A method according to claim 29 wherein Y is ##STR25## and Z is --OCH 2 CH 2 OH.
Claim 35
Dependent Claim
26 words
A method according to claim 1 or claim 19 wherein a precipitate of 60 milligrams or less is formed when evaluated by the boiling beaker test.
Claim 36
Dependent Claim
18 words
A method according to claim 31 wherein a precipitate of less than about 10 mg. precipitate is formed.
Claim 37
Dependent Claim
30 words
A method according to claim 1 or claim 19 wherein said antifreeze concentrate is prepared by saponification of the organosilicon carboxylate prior to admixture with components (a), (b) and (c).
Claim 38
Independent Claim
175 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol selected from the group consisting of ethanol, propanol, butanol, ethylene glycol, diethylene glycol, propylene glycol, glycerol, butylene glycol and mixtures thereof; (b) a buffer in an amount to maintain said pH for the antifreeze; (c) a silicate in a corrosion-inhibiting amount; and (d) an organosilicon carboxylate having the formula: ##STR26## wherein a is from 5 to about 15, b is 1, c is 0 or 1, n is an integer of 2 to 4, m is 10, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, wherein said carboxylate is present in an amount sufficient to stabilize the corrosion-inhibiting amount of silicate.
Claim 39
Independent Claim
175 words
A method for protecting an internal combustion engine cooling system with an antifreeze concentrate diluted by addition of from about 25 to about 90 percent by weight water by introduction into an internal combustion engine cooling system wherein the antifreeze concentrate having a selected pH comprises: (a) an alcohol selected from the group consisting of ethanol, propanol, butanol, ethylene glycol, diethylene glycol, propylene glycol, glycerol, butylene glycol and mixtures thereof; (b) a buffer in an amount to maintain said pH for the antifreeze; (c) a silicate in a corrosion-inhibiting amount; and (d) an organosilicon carboxylate having the formula: ##STR26## wherein a is from 5 to about 15, b is 1, c is 0 or 1, n is an integer of 2 to 4, m is 10, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolyzable moiety attached to silicon, wherein said carboxylate is present in an amount sufficient to stabilize the corrosion-inhibiting amount of silicate.
Claim 40
Dependent Claim
91 words
A method according to claim 34 wherein component (c) is an inorganic silicate described as a distribution of species represented by units having the empirical formula: ##STR27## wherein M is a monovalent cation that forms a glycol soluble silicate selected from the group consisting of sodium, potassium, lithium, rubidium and tetraorganoammonium cations, w has a value of from 1 to 4 inclusive, v has a value from 0 to 3 inclusive and p has a value from 1 to 4 inclusive which is equal to the sum of w and v.
Claim 41
Dependent Claim
34 words
A method according to claim 34 wherein component (c) is an organic silicate ester having the formula: Si(OR).sub.4 wherein R is selected from the group consisting of alkyl, aryl, alkoxyalkyl, alkoxyaryl and mixtures thereof.
Claim 42
Dependent Claim
35 words
A method according to claim 34 made from an antifreeze concentrate wherein the amount of component (c) is between 100 and 1000 ppm of equivalent Si based on the total weight of the antifreeze concentrate.
Claim 43
Dependent Claim
34 words
A method according to claim 34 made from a concentrate wherein the amount of component (d) is between 10 and about 100 ppm of silicon equivalents based on the weight of the antifreeze concentrate.
Claim 44
Dependent Claim
16 words
A method according to claim 34 wherein said pH is between about 8 and about 11.
Claim 45
Dependent Claim
16 words
A method according to claim 34 which additionally contains carbonate or bicarbonate, or a mixture thereof.
Claim 46
Dependent Claim
32 words
A method according to claim 34 made from a concentrate wherein the amount of component (b) is between about 1 and about 5 wt. percent based on the weight of the concentrate.
Claim 47
Dependent Claim
191 words
A method according to claim 1 wherein the antifreeze concentrate having a selected pH is prepared by mixing the following components: (a) an alcohol selected from the group consisting of ethylene glycol, diethylene glycol and mixtures thereof; (b) a buffer in an amount to maintain said pH for the antifreeze; (c) a silicate in a corrosion-inhibiting amount; and (d) an organosilicon carboxylate percursor having the formula: ##STR28## wherein Y is a hydrolyzable moiety selected from the group consisting of ##STR29## a is from 0 to 20, b is 1 or 2, c is 0 or 1, n is an integer of from 2 to 4, m is 10, M is a monovalent metal cation, R 1 is selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and substituted monovalent hydrocarbon radicals, and Z is a hydrolysable moiety attached to silicon, with the proviso that when a is 0, m is from about 7 to about 15, said organosilicon carboxylate precursor being added in an amount sufficient to stabilize the silicate in said antifreeze and wherein the organosilicon carboxylate precursor is saponified prior to admixture with components (a), (b) and (c).
Claim 48
Dependent Claim
18 words
A method according to claim 42 wherein Y is ##STR30## and Z is --OCH 2 CH 2 OH.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-08-30 | 1992-02-29 | 1992-08-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-08-30 | 1996-02-29 | 1996-08-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-08-30 | 2000-02-29 | 2000-08-30 | $7700.00 | Window Closed / Lapsed |