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US4250108A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing (2-oxo-3-bornylidene/methyl)-benzene sulfonic acids

Assignee: L'Oréal SA
•
Filing: 1978-09-29
•
Granted: 1981-02-10
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Expires: 1998-09-29
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Abstract

Abstract An anti-solar cosmetic composition contains as the anti-solar agent a compound of the formula <IMAGE> wherein R represents a member selected from the group consisting of hydrogen, a halogen selected from the group consisting of chlorine and fluorine and alkyl containing 1-4 carbon atoms; R' and R'' each independently represent a member selected from the group consisting of hydrogen and SO3M wherein M represents a member selected from the group consisting of hydrogen, organic ammonium group and a metal, wherein at least one of R' and R'' is other than hydrogen, and R'' is a substituent at the para or meta position relative to the bornylidene ring. The anti-solar agent is present in amounts of 0.5-10 percent by weight of said composition.

Inventors

  • 👤 Claude Bouillon
  • 👤 Charles Vayssie
  • 👤 Francoise Richard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 18:43
CPC Classifications
A; A61; A61Q; A61Q17/00; A61Q17/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/46; A61K8/466; C; C07; C07C; C07C309/00

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 38 words
A process for the preparation of 4-(2-oxo-3-bornylidene methyl) benzene sulfonic acid comprising reacting benzylidene camphor with oleum at a temperature not exceeding 50° C. and thereafter cooling the reaction mixture so as to precipitate the resulting sulfonic acid.
Claim 2
Dependent Claim 38 words
A process for the preparation of 4-(2-oxo-3-bornylidene methyl) benzene sulfonic acid comprising reacting benzylidene camphor with oleum at a temperature not exceeding 50° C. and thereafter cooling the reaction mixture so as to precipitate the resulting sulfonic acid.
Claim 3
Dependent Claim 38 words
The process of claim 1, which further includes the step of treating the reaction mixture, after reaction with an effective amount of Na 2 CO 3 so as to precipitate the sodium salt of the said sulfonic acid.
Claim 4
Dependent Claim 39 words
The process of claim 1, which includes the further step of reacting the reaction mixture, after reaction, with an effective amount of a saturated solution of magnesium chloride so as to produce the magnesium salt of said sulfonic acid.
Claim 5
Dependent Claim 34 words
The process of claim 1, which includes the additional step of reacting the reaction mixture, after reaction, with a stoichiometrical amount of diethanolamine to produce the bis-(2-hydroxy ethyl) ammonium salt of said sulfonic acid.
Claim 6
Dependent Claim 34 words
The process of claim 1 which includes the additional step of reacting the reaction mixture, after reaction, with an effective amount of arginine to produce the 4-amino-4-carboxy butyl guanidinium salt of said sulfonic acid.
Claim 7
Dependent Claim 73 words
A process for the preparation of a compound of the formula ##STR8## wherein R is alkyl having 1-4 carbon atoms or halogen comprising reacting a compound of the formula ##STR9## wherein R has the meaning given above with oleum, maintaining the reaction temperature at about 35° C.-50° C. and precipitating the sodium salt of the resulting sulfonic acid by the addition of a saturated sodium chloride solution at a temperature below 25° C.
Claim 8
Dependent Claim 73 words
A process for the preparation of a compound of the formula ##STR8## wherein R is alkyl having 1-4 carbon atoms or halogen comprising reacting a compound of the formula ##STR9## wherein R has the meaning given above with oleum, maintaining the reaction temperature at about 35° C.-50° C. and precipitating the sodium salt of the resulting sulfonic acid by the addition of a saturated sodium chloride solution at a temperature below 25° C.
Claim 9
Dependent Claim 36 words
A process for the preparation of a compound of the formula ##STR10## wherein R is alkyl having 1-4 carbon atoms or halogen comprising reacting the compound obtained in accordance with claim 6 with concentrated hydrochloric acid.
Claim 10
Dependent Claim 18 words
A process for the preparation of 4-methyl-5-(2-oxo-3-bornylidene methyl) benzene sulfonic acid comprising reacting 3-o-methyl benzylidene camphor with oleum.
Claim 11
Dependent Claim 18 words
A process for the preparation of 4-methyl-5-(2-oxo-3-bornylidene methyl) benzene sulfonic acid comprising reacting 3-o-methyl benzylidene camphor with oleum.

References Cited (Backward Citations)

GB290554A Cited
US1279296A Cited
US1759554A Cited
GB268375A Cited
GB269155A Cited
GB462337A Cited
US2848482A Cited
FR2004142A1 Cited
US3670074A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-02-10 1984-08-11 1985-02-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-02-10 1988-08-11 1989-02-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-02-10 1992-08-11 1993-02-10 $7700.00 Window Closed / Lapsed

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