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US4190602A Expired / Lapsed US ⏱️ 0.0 years remaining

Monoacetals or aromatic 1,2-diketones

Assignee: BASF Corp
•
Filing: 1978-06-22
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Granted: 1980-02-26
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Expires: 1998-06-22
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Abstract

Abstract Monoacetals of aromatic diketones in which the acetal group is derived from primary mono- or dialkohols are useful as sensitizers in the photochemical polymerization or photochemical crosslinking of polymers. They are prepared from the diketones (benzils) by reaction with sulfites. The sulfites and the benzils may be formed immediately before the reaction in the same vessel without isolating these compounds. Most of the benzil monoacetals are new compounds.

Inventors

  • 👤 Jean Brunisholz
  • 👤 Rudolf Kirchmayr

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 10:54
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/0008; C08K5/0025; C07; C07C; C07C45/00; C07C45/27; C07C45/30; C07C45/61; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07C49/00; C07C49/76; C07C49/84; C08F; C08F283/00; C08F283/01

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 212 words
Process for the production of monoacetals of aromatic diketones of formula I ##STR10## wherein R 1 represents hydrogen, alkyl having 1 to 5 carbon atoms, alkenyl having 2 or 3 carbon atoms, aralkyl having 7 to 9 carbon atoms, aralkenyl having 8 or 9 carbon atoms, or a group --(CH 2 ) n --X, wherein n represents a whole number from 1 to 3, and X denotes halogen, --OR 3 , --SR 3 , --OAr 3 , --SAr 3 ##STR11## and R 3 represents alkyl having 1 to 4 carbon atoms, Ar 1 , Ar 2 and Ar 3 each independently represent a phenyl radical unsubstituted, or at most trisubstituted by halogen, alkyl or alkoxy having 1 to 4 carbon atoms or by phenyl, which process comprises reacting an aromatic 1,2-diketone of the formula Ar 1 --CO--CO--Ar 2 either with a sulphurous acid ester of the formula (R 1 CH 2 O) 2 SO in the presence of an anhydrous acid and a primary monoalcohol R 1 CH 2 OH at a temperature of about 20° to 120° C. or with thionyl chloride and a primary monoalcohol R 1 CH 2 OH at a temperature of from about 0° to 20° C. and subsequently heating to from about 20° to 120° C.
Claim 2
Dependent Claim 212 words
Process for the production of monoacetals of aromatic diketones of formula I ##STR10## wherein R 1 represents hydrogen, alkyl having 1 to 5 carbon atoms, alkenyl having 2 or 3 carbon atoms, aralkyl having 7 to 9 carbon atoms, aralkenyl having 8 or 9 carbon atoms, or a group --(CH 2 ) n --X, wherein n represents a whole number from 1 to 3, and X denotes halogen, --OR 3 , --SR 3 , --OAr 3 , --SAr 3 ##STR11## and R 3 represents alkyl having 1 to 4 carbon atoms, Ar 1 , Ar 2 and Ar 3 each independently represent a phenyl radical unsubstituted, or at most trisubstituted by halogen, alkyl or alkoxy having 1 to 4 carbon atoms or by phenyl, which process comprises reacting an aromatic 1,2-diketone of the formula Ar 1 --CO--CO--Ar 2 either with a sulphurous acid ester of the formula (R 1 CH 2 O) 2 SO in the presence of an anhydrous acid and a primary monoalcohol R 1 CH 2 OH at a temperature of about 20° to 120° C. or with thionyl chloride and a primary monoalcohol R 1 CH 2 OH at a temperature of from about 0° to 20° C. and subsequently heating to from about 20° to 120° C.
Claim 3
Dependent Claim 20 words
Process according to claim 1, wherein the anhydrous acid employed is concentrated sulphuric acid in an at least molar amount.
Claim 4
Dependent Claim 39 words
Process according to claim 1, wherein the aromatic 1,2-diketone is reacted with 3 to 4 moles of a sulphurous acid ester, or with at least 2 moles of thionyl chloride and at least 4 moles of a primary monoalcohol.

References Cited (Backward Citations)

US3689565A Cited
US3728377A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-02-25 1983-08-27 1984-02-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-02-25 1987-08-27 1988-02-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-02-25 1991-08-27 1992-02-26 $7700.00 Window Closed / Lapsed

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