← Back to Patent Explorer
US5554781A Expired / Lapsed US ⏱️ 0.0 years remaining

Monoalkyl phosphonic acid ester production process

Assignee: Rhodia Operations SAS
•
Filing: 1995-03-06
•
Granted: 1996-09-10
•
Expires: 2015-03-06
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The invention relates to a process for producing a unique phosphation reagent and to a simple, single-stage process utilizing this reagent to produce alkyl phosphate esters having high monoalkyl phosphate content in combination with low dialkyl phosphate, trialkyl phosphate, phosphoric acid and residual alcohol.

Inventors

  • 👤 Robert L. Reierson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 22:04
CPC Classifications
C; C01; C01B; C01B25/00; C01B25/16; C01B25/24; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/11

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 268 words
A process for the production of monoalkyl phosphoric acid ester compositions comprising the steps of: a) preparing a slurry or paste reagent composition by intimately blending and exclusively reacting, at from about room temperature to about 80° C. or the ultimate phosphation reaction temperature, an effective amount of phosphoric anhydride with from about 75 weight percent to about 117 weight percent phosphoric acid, said reagent composition having an effective equivalent polyphosphoric acid weight percent of from about 118 to about 125; and b) reacting said reagent composition with at least one alcohol of the formula RO{C n H 2n O} x H wherein R is selected from the group consisting of a saturated or unsaturated aliphatic C 1 -C 30 straight or branched carbon chain, a phenyl, a mono-, di-, or tri-substituted phenyl, a phenyl C 1 -C 6 alkyl and a mono-, di-, or tri-substituted phenyl C 1 -C 6 alkyl, wherein the phenyl substituent group(s) each have a total of 1 to 30 carbon atoms, and wherein each substitution may be a saturated or unsaturated straight or branched carbon chain, a phenyl, an alkyl phenyl, a phenyl alkyl, or an alkyl phenyl alkyl group; wherein n is from 2 to 4 and may be the same or different for each alkylene oxide unit; and wherein x is from 0 to 100, for a reaction time of from about 4 to about 12 hours; wherein in the ester compositions, the monoalkyl to dialkyl phosphate weight ratio is greater than 80:20 and the weight percent of the residual alcohol and phosphoric acid are individually each less than 6%.
Claim 2
Dependent Claim 268 words
A process for the production of monoalkyl phosphoric acid ester compositions comprising the steps of: a) preparing a slurry or paste reagent composition by intimately blending and exclusively reacting, at from about room temperature to about 80° C. or the ultimate phosphation reaction temperature, an effective amount of phosphoric anhydride with from about 75 weight percent to about 117 weight percent phosphoric acid, said reagent composition having an effective equivalent polyphosphoric acid weight percent of from about 118 to about 125; and b) reacting said reagent composition with at least one alcohol of the formula RO{C n H 2n O} x H wherein R is selected from the group consisting of a saturated or unsaturated aliphatic C 1 -C 30 straight or branched carbon chain, a phenyl, a mono-, di-, or tri-substituted phenyl, a phenyl C 1 -C 6 alkyl and a mono-, di-, or tri-substituted phenyl C 1 -C 6 alkyl, wherein the phenyl substituent group(s) each have a total of 1 to 30 carbon atoms, and wherein each substitution may be a saturated or unsaturated straight or branched carbon chain, a phenyl, an alkyl phenyl, a phenyl alkyl, or an alkyl phenyl alkyl group; wherein n is from 2 to 4 and may be the same or different for each alkylene oxide unit; and wherein x is from 0 to 100, for a reaction time of from about 4 to about 12 hours; wherein in the ester compositions, the monoalkyl to dialkyl phosphate weight ratio is greater than 80:20 and the weight percent of the residual alcohol and phosphoric acid are individually each less than 6%.
Claim 3
Dependent Claim 19 words
The process of claim 1 wherein the phosphation reaction temperature is from about 75° C. to about 100° C.
Claim 4
Dependent Claim 36 words
The process of claim 1 wherein the reagent composition has an effective equivalent polyphosphoric acid weight percent of from about 119 to about 124 and the reaction time is from about 4 to about 7 hours.
Claim 5
Dependent Claim 24 words
The process of claim 1 wherein the reagent composition has an effective equivalent polyphosphoric acid weight percent of from about 121 to about 123.
Claim 6
Dependent Claim 21 words
The process of claim 1 wherein the alcohol is reacted with an equimolar amount of the slurry or paste reagent composition.
Claim 7
Dependent Claim 32 words
The process of claim 1 wherein i) the alcohol is lauryl alcohol, and ii) the effective equivalent polyphosphoric acid weight percent of the reagent composition is from about 121 to about 123.
Claim 8
Dependent Claim 21 words
The process of claim 1 wherein an effective amount of water is added to the reaction to hydrolyze residual pyrophosphate intermediates.

References Cited (Backward Citations)

US3235627A Cited
US3686371A Cited
US4139485A Cited
US4126650A Cited
US4350645A Cited
US4670575A Cited
US4874883A Cited
JPH03188089A Cited
US5254691A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1999-09-10 2000-03-11 2000-09-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2003-09-10 2004-03-11 2004-09-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2007-09-10 2008-03-11 2008-09-10 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag