US4417071A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Phenols useful as stabilizers
Assignee: BASF Corp
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Filing: 1982-03-11
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Granted: 1983-11-22
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Expires: 2002-03-11
Abstract
Abstract A process for the manufacture of phenols of the formula I ##STR1## wherein R 1 is alkyl of 1 to 18 carbon atoms, cycloalkyl, phenyl, aralkyl or chlorine, R 2 is hydrogen or has the same meaning as R 1 , R 3 is hydrogen or alkyl of 1 to 12 carbon atoms, R 4 is alkylene of 2 to 18 carbon atoms which is unsubstituted or substituted by aryl or hydroxyl, and n is an integer from 0 to 4, which process comprises transesterifying a compound of the formula II ##STR2## wherein R 1 , R 2 and R 3 are as defined for formula (I) and R 5 is alkyl of 1 to 4 carbon atoms with a mercapto alcohol of the formula HO--R.sub.4 --SH wherein R 4 is as defined for formula (I), in the presence of a catalyst of the formula (R 6 O) 4 M, wherein R 6 represents alkyl radicals of 1 to 18 carbon atoms which can be the same or different, aryl or alkaryl, and M is an element selected from the group consisting of Ti, Ge, Zr, Sn or V.
Inventors
- 👤 Siegfried Rosenberger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 14:33
CPC Classifications
C; C07; C07C; C07C323/00
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
190 words
A process for the manufacture of a phenol of the formula I ##STR5## wherein R 1 is alkyl of 1 to 18 carbon atoms, cycloalkyl, phenyl, aralkyl or chlorine, R 2 is hydrogen or has the same meaning as R 1 , R 3 is hydrogen or alkyl of 1 to 12 carbon atoms, R 4 is alkylene of 2 to 18 carbon atoms which is unsubstituted or substituted by aryl or hydroxyl, and n is an integer from 0 to 4, which process comprises transesterifying a compound of the formula II ##STR6## wherein R 1 , R 2 and R 3 are as defined for formula (I) and R 5 is alkyl of 1 to 4 carbon atoms, with a mercapto alcohol of the formula HO--R.sub.4 --SH wherein R 4 is as defined for formula (I), in the presence of a catalyst of the formula (R 6 O) 4 M, wherein R 6 represents alkyl radicals of 1 to 18 carbon atoms which can be the same or different, aryl or alkaryl, and M is an element selected from the group consisting of Ti, Ge, Zr, Sn or V.
Claim 2
Dependent Claim
190 words
A process for the manufacture of a phenol of the formula I ##STR5## wherein R 1 is alkyl of 1 to 18 carbon atoms, cycloalkyl, phenyl, aralkyl or chlorine, R 2 is hydrogen or has the same meaning as R 1 , R 3 is hydrogen or alkyl of 1 to 12 carbon atoms, R 4 is alkylene of 2 to 18 carbon atoms which is unsubstituted or substituted by aryl or hydroxyl, and n is an integer from 0 to 4, which process comprises transesterifying a compound of the formula II ##STR6## wherein R 1 , R 2 and R 3 are as defined for formula (I) and R 5 is alkyl of 1 to 4 carbon atoms, with a mercapto alcohol of the formula HO--R.sub.4 --SH wherein R 4 is as defined for formula (I), in the presence of a catalyst of the formula (R 6 O) 4 M, wherein R 6 represents alkyl radicals of 1 to 18 carbon atoms which can be the same or different, aryl or alkaryl, and M is an element selected from the group consisting of Ti, Ge, Zr, Sn or V.
Claim 3
Dependent Claim
174 words
A process according to claim 1 for the manufacture of a phenol of the formula I ##STR7## wherein R 1 is alkyl of 1 to 18 carbon atoms, cycloalkyl or aralkyl R 2 is hydrogen or has the same meaning as R 1 , R 3 is hydrogen or alkyl of 1 to 12 carbon atoms, R 4 is alkylene of 2 to 18 carbon atoms which is unsubstituted or substituted by aryl, and n is an integer from 0 to 4, which process comprises transesterifying a compound of the formula II ##STR8## wherein R 1 , R 2 and R 3 are as defined for formula (I) and R 5 is alkyl of 1 to 4 carbon atoms, with a mercapto alcohol of the formula HO--R.sub.4 --SH wherein R 4 is as defined for formula (I), in the presence of a catalyst of the formula (R 6 O) 4 M, wherein R 6 represents alkyl radicals of 1 to 18 carbon atoms which can be the same or different, and M is Ti.
Claim 4
Dependent Claim
28 words
A process according to claim 1, wherein the catalyst is tetraalkyl-ortho-titanate, in which the alkyl moieties are the same or different and contain 1 to 4 carbon atoms.
Claim 5
Dependent Claim
21 words
A process according to claim 1, wherein the transesterification is carried out in the temperature range from 50° to 200° C.
Claim 6
Dependent Claim
21 words
A process according to claim 1, wherein the transesterification is carried out in the temperature range from 120° to 180° C.
Claim 7
Dependent Claim
54 words
A process for the manufacture of a phenol of the formula I according to claim 1, wherein R 1 and R 2 are C 1 -C 8 alkyl, cyclopentyl or cyclohexyl, R 3 is hydrogen, R 4 is C 2 -C 4 alkylene or phenylethylene and n is an integer from 1 to 4.
Claim 8
Dependent Claim
48 words
A process for the manufacture of a phenol of the formula I according to claim 1, wherein R 1 and R 2 are α-branched alkyl of 3 to 8 carbon atoms, R 3 is hydrogen, R 4 is ethylene, 1,3-propylene or 1,4-butylene, and n is 2 or 4.
Claim 9
Dependent Claim
36 words
A process for the manufacture of a phenol of formula I according to claim 1 wherein R 1 and R 2 are each tert-butyl, R 3 is hydrogen, R 4 is ethylene, and n is 2.
References Cited (Backward Citations)
DE1948570A1
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1986-11-21 | 1987-05-23 | 1987-11-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-11-21 | 1991-05-23 | 1991-11-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-11-21 | 1995-05-23 | 1995-11-22 | $7700.00 | Window Closed / Lapsed |