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US4547585A
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Process for preparing tetrakis [3-(3,5-dibutyl-4-hydroxyphenyl)propionyloxymethyl] methane
Assignee: Mitsui Chemicals Inc
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Filing: 1982-05-25
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Granted: 1985-10-15
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Expires: 2002-05-25
Abstract
Abstract Tetrakis [3-(3,5-dibutyl-4-hydroxyphenyl)propionyloxymethyl] methane having a high purity and excellent whiteness is prepared. In this process, an ester exchange reaction between a propionic acid ester having the general formula: <IMAGE> wherein Bu is an n-, sec-, iso-, or tert-butyl group and R1 is an alkyl group having 1 to 4 carbon atoms, and pentaerythritol in the presence of an alkaline catalyst is effected by adding 0.2 through 1.8 mol of water based on 1 mol of the alkaline catalyst by the substantial completion of the ester exchange reaction.
Inventors
- 👤 Toru Yamanaka
- 👤 Tadatoshi Yoshimura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 04:31
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/03
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
81 words
A process for preparing tetrakis [3-(3,5-dibutyl--4-hydroxyphenyl)propionyloxymethyl] methane, wherein an ester exchange reaction between a propionic acid ester having the general formula: ##STR6## wherein Bu is an n-, sec-, iso-, or tert-butyl group and R 1 is an alkyl group having 1 to 4 carbon atoms, and pentaerythritol in the presence of an alkaline catalyst is effected by adding 0.2 through 1.8 mol of water based on 1 mol of the alkaline catalyst by the substantial completion of the ester exchange reaction.
Claim 2
Dependent Claim
81 words
A process for preparing tetrakis [3-(3,5-dibutyl--4-hydroxyphenyl)propionyloxymethyl] methane, wherein an ester exchange reaction between a propionic acid ester having the general formula: ##STR6## wherein Bu is an n-, sec-, iso-, or tert-butyl group and R 1 is an alkyl group having 1 to 4 carbon atoms, and pentaerythritol in the presence of an alkaline catalyst is effected by adding 0.2 through 1.8 mol of water based on 1 mol of the alkaline catalyst by the substantial completion of the ester exchange reaction.
Claim 3
Dependent Claim
17 words
A process as claimed in claim 1 wherein the reaction temperature is 80° C. through 140° C.
Claim 4
Dependent Claim
23 words
A process as claimed in claim 1 wherein the mol ratio of the pentaerythritol to the propionic acid ester is 1/4 through 1/5.
Claim 5
Dependent Claim
138 words
A process for preparing tetrakis [3-(3,5-dibutyl-4-hydroxyphenyl)propionyloxymethyl] methane, comprising the steps of: (A) reacting an alkyl acrylate having the general formula: CH.sub.2 ═CH--COOR.sup.1 wherein R 1 is an alkyl group having 1 to 4 carbon atoms, with 2,6-dibutylphenol in the presence of an alkaline catalyst, thereby forming a reaction product containing a propionic acid ester having the general formula: ##STR7## wherein Bu is an n-, sec-, iso-, or tert-butyl group and R 1 is the same as defined above, and distilling off the unreacted starting materials from the reaction product; and (B) effecting an ester exchange reaction between the resultant reaction product and pentaerythritol by adding 0.2 through 1.8 mol of water based on 1 mol of the alkaline catalyst between the completion of the addition reaction of step (A) and the substantial completion of the ester exchange reaction.
Claim 6
Dependent Claim
138 words
A process for preparing tetrakis [3-(3,5-dibutyl-4-hydroxyphenyl)propionyloxymethyl] methane, comprising the steps of: (A) reacting an alkyl acrylate having the general formula: CH.sub.2 ═CH--COOR.sup.1 wherein R 1 is an alkyl group having 1 to 4 carbon atoms, with 2,6-dibutylphenol in the presence of an alkaline catalyst, thereby forming a reaction product containing a propionic acid ester having the general formula: ##STR7## wherein Bu is an n-, sec-, iso-, or tert-butyl group and R 1 is the same as defined above, and distilling off the unreacted starting materials from the reaction product; and (B) effecting an ester exchange reaction between the resultant reaction product and pentaerythritol by adding 0.2 through 1.8 mol of water based on 1 mol of the alkaline catalyst between the completion of the addition reaction of step (A) and the substantial completion of the ester exchange reaction.
Claim 7
Dependent Claim
22 words
A process as claimed in claim 4 wherein the amount of the catalyst is 0.5% through 8.0% by weight based on 2,6-dibutylphenol.
Claim 8
Dependent Claim
20 words
A process as claimed in claim 4 wherein the reaction temperature of step (A) is 70° C through 100° C.
Claim 9
Dependent Claim
20 words
A process as claimed in claim 4 wherein the reaction temperature of step (B) is 80° C. through 140° C.
Claim 10
Dependent Claim
22 words
A process as claimed in claim 4 wherein the mol ratio of the alkyl acrylate to the 2,6-dibutylphenol is 0.80 through 1.07.
Claim 11
Dependent Claim
23 words
A process as claimed in claim 4 wherein the mol ratio of the pentaerythritol to the propionic acid ester is 1/4 through 1/5.
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) | 1988-10-14 | 1989-04-15 | 1989-10-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-10-14 | 1993-04-15 | 1993-10-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-10-14 | 1997-04-15 | 1997-10-15 | $7700.00 | Window Closed / Lapsed |