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US3970729A
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Process of synthesizing di-polyoxylalkylene hydroxymethylphosphonate
Assignee: Stauffer Chemical Co
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Filing: 1974-08-05
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Granted: 1976-07-20
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Expires: 1994-08-05
Abstract
Abstract Di-polyoxyalkylene hydroxymethylphosphonate is prepared by contacting phosphorous acid and formaldehyde, or a formaldehyde polymer such as trioxane or paraformaldehyde, preferably in an aqueous medium, to yield a hydroxymethylphosphonic acid intermediate. The intermediate is then contacted wiyth an alkylene oxide selected from ethylene oxide, propylene oxide or butylene oxide to yield di-polyoxyalkylene hydroxymethylphosphonate having the structureal formula: ##EQU1## wherein R is CH 2 , ##EQU2## n + m = 2-10. Di-polyoxyalkylene hydroxymethylphosphonate is utilized as a flame retardant, a stabilizer for polyester film and as a plasticizer for cellulose acetate and polyvinyl acetate, among others.
Inventors
- 👤 Edward N. Walsh
- 👤 Kyung Sup Shim
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 09:27
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4006; C07F9/4071; C07F9/4075; C10; C10M; C10M2223/00; C10M2223/06; C10M2223/065; C10N; C10N2040/00; C10N2040/08
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
98 words
A method of preparing compounds of the structural formula: ##EQU7## wherein R is CH 2 , ##EQU8## and n+m = 2-10; comprising the steps of: a. contacting phosphorous acid with a reactant selected from the group consisting of formaldehyde and formaldehyde polymers at a temperature between about 90°C. and 150°C. to form an intermediate compound of the structural formula: ##EQU9## b. contacting said intermediate compound with an alkylene oxide selected from the group consisting of ethylene oxide, propylene oxide or butylene oxide at a temperature between about 30°C. and 100°C. to form a compound of structural formula (I).
Claim 2
Independent Claim
98 words
A method of preparing compounds of the structural formula: ##EQU7## wherein R is CH 2 , ##EQU8## and n+m = 2-10; comprising the steps of: a. contacting phosphorous acid with a reactant selected from the group consisting of formaldehyde and formaldehyde polymers at a temperature between about 90°C. and 150°C. to form an intermediate compound of the structural formula: ##EQU9## b. contacting said intermediate compound with an alkylene oxide selected from the group consisting of ethylene oxide, propylene oxide or butylene oxide at a temperature between about 30°C. and 100°C. to form a compound of structural formula (I).
Claim 3
Dependent Claim
24 words
The method of claim 1 wherein ethylene oxide and said intermediate compound are contacted by agitating said intermediate compound while adding gaseous ethylene oxide.
Claim 4
Dependent Claim
11 words
The method of claim 1 wherein said formaldehyde polymer is trioxane.
Claim 5
Dependent Claim
11 words
The method of claim 1 wherein said formaldehyde polymer is paraformaldehyde.
Claim 6
Independent Claim
123 words
A method of preparing compounds of the structural formula: ##EQU10## wherein n + m = 2-10; comprising the steps of: a. contacting phosphorous acid with a reactant selected from the group consisting of formaldehyde and formaldehyde polymers in an aqueous medium at a temperature between about 90°C. and 150°C. followed by removing water and unreacted formaldehyde or formaldehyde polymers at a temperature between about 50°C. and 125°C. and a pressure between about 10 mm Hg. and 760 mm Hg. to form an intermediate compound of the structural formula: ##EQU11## b. contacting said intermediate compound with ethylene oxide by agitating said intermediate compound while adding gaseous ethylene oxide at a temperature between about 30°C. and 100°C. to form a compound of structural formula (I).
Claim 7
Independent Claim
123 words
A method of preparing compounds of the structural formula: ##EQU10## wherein n + m = 2-10; comprising the steps of: a. contacting phosphorous acid with a reactant selected from the group consisting of formaldehyde and formaldehyde polymers in an aqueous medium at a temperature between about 90°C. and 150°C. followed by removing water and unreacted formaldehyde or formaldehyde polymers at a temperature between about 50°C. and 125°C. and a pressure between about 10 mm Hg. and 760 mm Hg. to form an intermediate compound of the structural formula: ##EQU11## b. contacting said intermediate compound with ethylene oxide by agitating said intermediate compound while adding gaseous ethylene oxide at a temperature between about 30°C. and 100°C. to form a compound of structural formula (I).
Claim 8
Dependent Claim
11 words
The method of claim 5 wherein said formaldehyde polymer is trioxane.
Claim 9
Dependent Claim
11 words
The method of claim 5 wherein said formaldehyde polymer is paraformaldehyde.
References Cited (Backward Citations)
US2579810A
Cited
US3294710A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-07-20 | 1980-01-19 | 1980-07-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-07-20 | 1984-01-19 | 1984-07-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-07-20 | 1988-01-19 | 1988-07-20 | $7700.00 | Window Closed / Lapsed |