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US4186151A
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Process for preparing a 5,5'-methylenebis(2-hydroxy-4-alkoxybenzophenone)
Assignee: Argus Chemical Corp
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Filing: 1978-02-22
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Granted: 1980-01-29
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Expires: 1998-02-22
Abstract
Abstract A novel process is provided for preparing 5,5'-methylenebis(2-hydroxy-4-alkoxybenzophenone), comprising forming a novel 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone by a reaction of a 2-hydroxy-4-alkoxybenzophenone with an amine and formaldehyde, and causing the 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone to react with a 2-hydroxy-4-alkoxybenzophenone or to dimerize. Both the aminomethylhydroxyalkoxybenzophenone and the methylenebis (2-hydroxy-4-alkoxybenzophenone) which are prepared according to this invention are useful to prevent photo-degradation of organic materials, particularly as light stabilizers for synthetic resins.
Inventors
- 👤 Naohiro Kubota
- 👤 Toshihiro Shibata
- 👤 Kazuo Sugibuchi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 03:08
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/13; C08K5/132; C07; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/72
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
147 words
A process for preparing 5,5'-methylene bis(2-hydroxy-4-alkoxybenzophenone) represented by the formula: ##STR10## in which R is an alkyl group having 1 to 12 carbon atoms, comprising the steps of treating a 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone represented by the formula ##STR11## in which R is an alkyl group having 1 to 12 carbon atoms, and R 1 and R 2 taken together form a 5 to 6 member heterocyclic ring free of carbonyl substituents and including the nitrogen atom, or are independently hydrogen atoms or alkyl groups having 1 to 6 carbon atoms, provided that R 1 and R 2 are not simultaneously hydrogen, with a 2-hydroxy-4-alkoxybenzophenone represented by the formula ##STR12## in which R is an alkyl group having 1 to 12 carbon atoms and X is hydrogen or --CH 2 NR 1 R 2 in the presence of alkali and an organic solvent, removing the solvent, and recovering the 5,5'-methylenebis-(2-hydroxy-4-alkoxybenzophenone).
Claim 2
Dependent Claim
147 words
A process for preparing 5,5'-methylene bis(2-hydroxy-4-alkoxybenzophenone) represented by the formula: ##STR10## in which R is an alkyl group having 1 to 12 carbon atoms, comprising the steps of treating a 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone represented by the formula ##STR11## in which R is an alkyl group having 1 to 12 carbon atoms, and R 1 and R 2 taken together form a 5 to 6 member heterocyclic ring free of carbonyl substituents and including the nitrogen atom, or are independently hydrogen atoms or alkyl groups having 1 to 6 carbon atoms, provided that R 1 and R 2 are not simultaneously hydrogen, with a 2-hydroxy-4-alkoxybenzophenone represented by the formula ##STR12## in which R is an alkyl group having 1 to 12 carbon atoms and X is hydrogen or --CH 2 NR 1 R 2 in the presence of alkali and an organic solvent, removing the solvent, and recovering the 5,5'-methylenebis-(2-hydroxy-4-alkoxybenzophenone).
Claim 3
Dependent Claim
11 words
A process according to claim 1 in which X is hydrogen.
Claim 4
Dependent Claim
17 words
A process according to claim 1 in which X is --CH 2 N(CH 3 ) 2 .
Claim 5
Dependent Claim
22 words
A process according to claim 1 in which the solvent is a hydrocarbon having a boiling point of 60° to 210° C.
Claim 6
Dependent Claim
22 words
A process according to claim 1 in which the solvent is an alcohol having a boiling point between 60° and 210° C.
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) | 1983-01-28 | 1983-07-30 | 1984-01-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-28 | 1987-07-30 | 1988-01-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-28 | 1991-07-30 | 1992-01-29 | $7700.00 | Window Closed / Lapsed |