Patent US5355513A successfully refreshed from Google Patents.
Patent US4478755A successfully refreshed from Google Patents.
US4478755A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Titanate compositions having depressed freezing points
Assignee: EIDP Inc
•
Filing: 1982-11-05
•
Granted: 1984-10-23
•
Expires: 2002-11-05
Abstract
Abstract The reaction product obtained by combining (i) a titanate (R 1 O) 4 Ti (particularly tetraisopropyl titanate) with (ii) a lower alkyl acetoacetate (particularly ethyl acetoacetate) and (iii) a substance which is either (a) at least one other titanate (R 2 O) 4 Ti (particularly tetramethyl or tetra-n-butyl titanate or mixtures thereof) or (b) at least one alcohol R 3 OH (particularly methanol or n-butanol or mixtures thereof) wherein R 2 and R 3 differ from R 1 and are each methyl, isopropyl, n-butyl or n-pentyl and the titanate:acetoacetate mol ratio is in the range between 1:1 and 1:2 (preferably 1:1). The quantity of said substance is sufficient, even in the presence of a nucleating agent, to depress the freezing point of the reaction product obtained by combining said first-mentioned titanate with said acetoacetate. Also methods of preparing the reaction product are disclosed.
Inventors
- 👤 Gordon B. Robbins
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 22:05
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/28
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
162 words
A composition comprising the reaction product obtained by reacting (i) a titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti with (ii) an acetoacetate and removing all or part of the R 1 OH thereby generated and replacing all or part of it by combining the resulting titanate/acetoacetate reaction product with (iii) a substance which is either (a) at least one other titanate represented by the empirical formula (R.sup.2 O).sub.4 Ti or (b) at least one alcohol represented by the empirical formula R.sup.3 OH wherein the titanate:acetoacetate mol ratio is in the range between 1:1 and 1:2; R 2 and R 3 differ from R 1 ; and R 1 , R 2 and R 3 are each methyl, ethyl, 2-chloroethyl, isopropyl, n-propyl, n-butyl, n-pentyl, 2-pentyl, 3-methylbutyl, 2-methoxyethyl, or methoxyethoxyethyl; the quantity of said substance being sufficient, even in the presence of a nucleating agent, to depress the freezing point of the reaction product obtained by combining said first-mentioned titanate with acetoacetate.
Claim 2
Dependent Claim
162 words
A composition comprising the reaction product obtained by reacting (i) a titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti with (ii) an acetoacetate and removing all or part of the R 1 OH thereby generated and replacing all or part of it by combining the resulting titanate/acetoacetate reaction product with (iii) a substance which is either (a) at least one other titanate represented by the empirical formula (R.sup.2 O).sub.4 Ti or (b) at least one alcohol represented by the empirical formula R.sup.3 OH wherein the titanate:acetoacetate mol ratio is in the range between 1:1 and 1:2; R 2 and R 3 differ from R 1 ; and R 1 , R 2 and R 3 are each methyl, ethyl, 2-chloroethyl, isopropyl, n-propyl, n-butyl, n-pentyl, 2-pentyl, 3-methylbutyl, 2-methoxyethyl, or methoxyethoxyethyl; the quantity of said substance being sufficient, even in the presence of a nucleating agent, to depress the freezing point of the reaction product obtained by combining said first-mentioned titanate with acetoacetate.
Claim 3
Dependent Claim
20 words
The composition of claim 1 wherein said substance is at least one alcohol represented by the empirical formula R.sup.3 OH.
Claim 4
Dependent Claim
19 words
The composition of claim 1 wherein the titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti is tetraisopropyl titanate.
Claim 5
Dependent Claim
20 words
The composition of claim 3 wherein said substance is at least one alcohol represented by the empirical formula R.sup.3 OH.
Claim 6
Dependent Claim
10 words
The composition of claim 4 wherein said substance comprises methanol.
Claim 7
Dependent Claim
10 words
The composition of claim 4 wherein said substance comprises n-butanol.
Claim 8
Dependent Claim
15 words
The composition of claim 4 wherein said substance comprises a mixture of methanol and n-butanol.
Claim 9
Dependent Claim
17 words
The composition of claim 7 in which the (R 1 O) 4 Ti:acetoacetate mol ratio is 1:1.
Claim 10
Dependent Claim
24 words
The composition of claim 8 which contains about 51 mol % isopropoxy, about 11 mol % n-butoxy and about 38 mol % methoxy substituents.
Claim 11
Dependent Claim
168 words
A process for depressing the freezing point of a titanate/acetoacetate reaction product which comprises reacting (i) a titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti with (ii) an acetoacetate and removing all or part of the R 1 OH thereby generated and replacing all or part of it by combining the resulting titanate/acetoacetate reaction product with (iii) a substance which is either (a) at least one other titanate represented by the empirical formula (R.sup.2 O).sub.4 Ti or (b) at least one alcohol represented by the empirical formula R.sup.3 OH wherein the titanate:acetoacetate mol ratio is in the range between 1:1 and 1:2; R 2 and R 3 differ from R 1 ; and R 1 , R 2 and R 3 are each methyl, ethyl, 2-chloroethyl, isopropyl, n-propyl, n-butyl, n-pentyl, 2-pentyl, 3-methylbutyl, 2-methoxyethyl, or methoxyethoxyethyl; the quantity of said substance being sufficient, even in the presence of a nucleating agent, to depress the freezing point of the reaction product obtained by combining said first-mentioned titanate with acetoacetate.
Claim 12
Dependent Claim
168 words
A process for depressing the freezing point of a titanate/acetoacetate reaction product which comprises reacting (i) a titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti with (ii) an acetoacetate and removing all or part of the R 1 OH thereby generated and replacing all or part of it by combining the resulting titanate/acetoacetate reaction product with (iii) a substance which is either (a) at least one other titanate represented by the empirical formula (R.sup.2 O).sub.4 Ti or (b) at least one alcohol represented by the empirical formula R.sup.3 OH wherein the titanate:acetoacetate mol ratio is in the range between 1:1 and 1:2; R 2 and R 3 differ from R 1 ; and R 1 , R 2 and R 3 are each methyl, ethyl, 2-chloroethyl, isopropyl, n-propyl, n-butyl, n-pentyl, 2-pentyl, 3-methylbutyl, 2-methoxyethyl, or methoxyethoxyethyl; the quantity of said substance being sufficient, even in the presence of a nucleating agent, to depress the freezing point of the reaction product obtained by combining said first-mentioned titanate with acetoacetate.
Claim 13
Dependent Claim
20 words
The process of claim 10 wherein said substance is at least one alcohol represented by the empirical formula R.sup.3 OH.
Claim 14
Dependent Claim
20 words
The process of claim 10 in which said titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti is tetraisopropyl titanate.
Claim 15
Dependent Claim
47 words
The process of claim 12 wherein tetraisopropyl titanate is reacted with ethyl acetoacetate, all or part of the isopropanol thereby generated is removed from the reaction product and one or more of the alcohols represented by the empirical formula R.sup.3 OH is added to the reaction product.
Claim 16
Dependent Claim
43 words
The process of claim 13 wherein the titanate:ethyl acetoacetate mol ratios is 1:1, substantially all of the isopropanol is removed by distillation and a mixture of methanol and n-butanol is added in a quantity sufficient to replace the isopropanol which has been removed.
Claim 17
Dependent Claim
52 words
The process of claim 11 wherein an alcohol represented by the empirical formula R.sup.1 OH, generated in the reaction of said acetoacetate and the titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti, is substantially removed prior to the introduction of at least one alcohol represented by the empirical formula R.sup.3 OH.
Claim 18
Dependent Claim
81 words
The process of claim 11 wherein the alcohol represented by the empirical formula R.sup.1 OH generated in the reaction of said acetoacetate and the titanate represented by the empirical formula (R.sup.1 O).sub.4 Ti has a lower boiling point than the alcohol represented by the empirical formula R.sup.3 OH and the alcohol represented by the empirical formula R.sup.1 OH is substantially removed after completion of the reaction of said acetoacetate, said titanate and said alcohol represented by the empirical formula R.sup.3 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) | 1987-10-23 | 1988-04-23 | 1988-10-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-23 | 1992-04-23 | 1992-10-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-23 | 1996-04-23 | 1996-10-23 | $7700.00 | Window Closed / Lapsed |