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US4071584A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydroxyphenylthiophosphoranylidene organophosphorus compounds

Assignee: Monsanto Co
•
Filing: 1977-01-03
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Granted: 1978-01-31
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Expires: 1997-01-03
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Abstract

Abstract The present invention relates to a new hydroxyphenylthiophosphoranylidene organophoshorus compounds and to a process involving an unusual phenyl migration for their preparation. The general reaction for the preparation of the products of the present invention is set forth below: ##STR1## WHERE X is halogen (F, Cl, Br), NO 2 , CN, CO 2 R', SO 2 R', CF 3 or ##STR2## R is phenyl, alkyl of 1 to 3 carbon atoms, or OR', and R' is alkyl of 1 to 6 carbon atoms. The compounds of the invention are useful as flame retardants, lubricating oil additives and as corrosion inhibitors.

Inventors

  • 👤 Gail H. Birum

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 07:23
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/535; C07F9/5352; C07F9/38; C07F9/40; C07F9/4003; C07F9/4025; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5317; C08K5/5333

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 48 words
As a composition of matter ##STR42## where X is Br, Cl, F, CF 3 , NO 2 , CN, CO 2 R', SO 2 R' or ##STR43## R is phenyl, alkyl of 1 to 3 carbon atoms, OR', and R' is alkyl of 1 to 6 carbon atoms.
Claim 2
Dependent Claim 48 words
As a composition of matter ##STR42## where X is Br, Cl, F, CF 3 , NO 2 , CN, CO 2 R', SO 2 R' or ##STR43## R is phenyl, alkyl of 1 to 3 carbon atoms, OR', and R' is alkyl of 1 to 6 carbon atoms.
Claim 3
Dependent Claim 94 words
Process for the production of compounds of the formula ##STR44## where X is Br, Cl, F, CF 3 , NO 2 , CN, CO 2 R', SO 2 R', or ##STR45## and R is phenyl, alkyl of 1 to 3 carbon atoms, OR', and R' is alkyl of 1 to 6 carbon atoms, which comprises contacting at least 2 molar proportions of an ester of a trivalent phosphorus acid, having the formula, R 2 POR', with 1 molar proportion of a compound having the formula ##STR46## at a temperature of 0° to 100° C.
Claim 4
Dependent Claim 94 words
Process for the production of compounds of the formula ##STR44## where X is Br, Cl, F, CF 3 , NO 2 , CN, CO 2 R', SO 2 R', or ##STR45## and R is phenyl, alkyl of 1 to 3 carbon atoms, OR', and R' is alkyl of 1 to 6 carbon atoms, which comprises contacting at least 2 molar proportions of an ester of a trivalent phosphorus acid, having the formula, R 2 POR', with 1 molar proportion of a compound having the formula ##STR46## at a temperature of 0° to 100° C.
Claim 5
Dependent Claim 7 words
As a composition of matter, dimethyl (5-bromo-2-hydroxyphenylthio)(trimethoxyphosphoranylidene)methylphosphonate.
Claim 6
Dependent Claim 7 words
As a composition of matter, dimethyl (5-bromo-2-hydroxyphenylthio)(trimethoxyphosphoranylidene)methylphosphonate.
Claim 7
Dependent Claim 33 words
Process for the preparation of dimethyl (5-bromo-2-hydroxyphenylthio)(trimethoxyphosphoranylidene)methylphosphonate which comprises admixing at least two molar proportions of trimethyl phosphite with one molar proportion of 4-bromophenyl chlorothionoformate at a temperature of 0° to 100° C.
Claim 8
Dependent Claim 33 words
Process for the preparation of dimethyl (5-bromo-2-hydroxyphenylthio)(trimethoxyphosphoranylidene)methylphosphonate which comprises admixing at least two molar proportions of trimethyl phosphite with one molar proportion of 4-bromophenyl chlorothionoformate at a temperature of 0° to 100° C.
Claim 9
Dependent Claim 7 words
As a composition of matter, dimethyl (2-hydroxy-5-nitrophenylthio)(trimethoxyphosphoranylidene)methylphosphonate.
Claim 10
Dependent Claim 7 words
As a composition of matter, dimethyl (2-hydroxy-5-nitrophenylthio)(trimethoxyphosphoranylidene)methylphosphonate.
Claim 11
Dependent Claim 23 words
Process for making dimethyl (2-hydroxy-5-nitrophenylthio)(trimethoxyphosphoranylidene)methylphosphonate which comprises admixing at least 2 molar proportions of trimethyl phosphite with 1 molar proportion of 4-nitrophenyl chlorothionoformate.
Claim 12
Dependent Claim 23 words
Process for making dimethyl (2-hydroxy-5-nitrophenylthio)(trimethoxyphosphoranylidene)methylphosphonate which comprises admixing at least 2 molar proportions of trimethyl phosphite with 1 molar proportion of 4-nitrophenyl chlorothionoformate.

References Cited (Backward Citations)

US3647856A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-30 1981-08-01 1982-01-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-30 1985-08-01 1986-01-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-30 1989-08-01 1990-01-31 $7700.00 Window Closed / Lapsed

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