US4551519A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the production of fluorinated pyromellitate containing mixtures useful as surfactants
Assignee: Honeywell International Inc
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Filing: 1983-05-02
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Granted: 1985-11-05
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Expires: 2003-05-02
Abstract
Abstract A novel process is disclosed for producing fluorinated pyromellitate surfactants. The process comprises two primary steps. The first step involves reacting pyromellitic dianhydride with fluorinated alcohol at a mole ratio of about two moles of fluorinated alcohol per mole of pyromellitic dianhydride, thereby producing a pyromellitate having two fluorinated esters moieties and two carboxylic acid moieties. Thereafter, the fluorinated pyromellitate with carboxylic acid moieties is reacted with an oxirane compound in the presence of trimellitic anhydride to produce fluorinated pyromellitate mixtures having a reduced percentage of fluorine.
Inventors
- 👤 Bryce C. Oxenrider
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 21:45
CPC Classifications
C; C11; C11D; C11D3/00; C11D3/0005; C11D3/0036; C11D1/00; C11D1/004; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2938
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
98 words
A process for the production of an organic fluorinated pyromellitate-containing mixture useful as a fiber surface modifying agent wherein said process comprises: (a) reacting pyromellitic dianhydride with fluorinated alcohol at a mole ratio of about two moles of fluorinated alcohol per mole of pyromellitic dianhydride to produce a pyromellitate having two fluorinated ester moieties and two carboxylic acid moieties; and (b) reacting said pyromellitate of step (a) with an excess of an oxirane compound selected from the group consisting of epichlorohydrin, epibromohydrin and propylene oxide in the presence of trimellitic anhydride to produce said organic fluorinated pyromellitate-containing mixture.
Claim 2
Dependent Claim
98 words
A process for the production of an organic fluorinated pyromellitate-containing mixture useful as a fiber surface modifying agent wherein said process comprises: (a) reacting pyromellitic dianhydride with fluorinated alcohol at a mole ratio of about two moles of fluorinated alcohol per mole of pyromellitic dianhydride to produce a pyromellitate having two fluorinated ester moieties and two carboxylic acid moieties; and (b) reacting said pyromellitate of step (a) with an excess of an oxirane compound selected from the group consisting of epichlorohydrin, epibromohydrin and propylene oxide in the presence of trimellitic anhydride to produce said organic fluorinated pyromellitate-containing mixture.
Claim 3
Dependent Claim
36 words
A process according to claim 1 wherein said trimellitic anhydride is added to a reaction medium in step (b) when about 50% to about 100% of the carboxylic acid moieties of said pyromellitate have been esterified.
Claim 4
Dependent Claim
37 words
A process according to claim 2 wherein said trimellitic anhydride is added to a reaction medium in said step (b) when about 85% to about 100% of the carboxylic acid moieties of said pyromellitate have been esterified.
Claim 5
Dependent Claim
37 words
The process of claim 1 wherein fluorinated alcohol is of the formula: CF 3 (CF 2 ) p R'OH wherein R' is alkylene of 2 to 6 carbons and p is an integer of 3 to 15.
Claim 6
Dependent Claim
39 words
The process of claim 4 wherein said fluorinated alcohol is a mixture of compounds of the formula: CF 3 CF 2 (CF 2 CF 2 ) n CH 2 CH 2 OH with n being from 1 to 6.
Claim 7
Dependent Claim
12 words
The process of claim 5 wherein n is from 2 to 5.
Claim 8
Dependent Claim
38 words
The process of claim 3 wherein said fluorinated alcohol is of the formula: CF 3 (CF 2 ) p R'OH wherein R' is alkylene of 2 to 6 carbons and p is an integer of 3 to 15.
Claim 9
Dependent Claim
37 words
The process of claim 7 wherein said fluorinated alcohol is a mixture of compounds of the formula: CF 3 CF 2 (CF 2 CF2) n CH 2 CH 2 OH with n being from 1 to 6.
Claim 10
Dependent Claim
12 words
The process of claim 8 wherein n is from 2 to 5.
Claim 11
Dependent Claim
26 words
A process according to claim 1 wherein the mole ratio of pyromellitic dianhydride to trimellitic anhydride that is employed ranges from about 10:1 to about 1:3.
Claim 12
Dependent Claim
26 words
A process according to claim 10 wherein the mole ratio of pyromellitic dianhydride to trimellitic anhydride that is employed ranges from about 5:1 to about 1:2.
Claim 13
Dependent Claim
26 words
A process according to claim 4 wherein the mole ratio of pyromellitic dianhydride to trimellitic anhydride that is employed ranges from about 10:1 to about 1:3.
Claim 14
Dependent Claim
26 words
A process according to claim 12 wherein the mole ratio of pyromellitic dianhydride to trimellitic anhydride that is employed ranges from about 5:1 to about 1:2.
Claim 15
Dependent Claim
23 words
A process according to claim 3 wherein said step (b) is conducted at a temperature between about 20° C. and about 100° C.
Claim 16
Dependent Claim
18 words
A process according to claim 14 wherein said temperature is between about 55° C. and about 75° C.
Claim 17
Dependent Claim
11 words
The process of claim 1 wherein said oxirane compound is epichlorohydrin.
Claim 18
Dependent Claim
11 words
The process of claim 3 wherein said oxirane compound is epichlorohydrin.
Claim 19
Dependent Claim
11 words
The process of claim 4 wherein said oxirane compound is epichlorohydrin.
References Cited (Backward Citations)
US4321403A
Cited
US4414277A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-11-04 | 1989-05-06 | 1989-11-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-11-04 | 1993-05-06 | 1993-11-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-11-04 | 1997-05-06 | 1997-11-05 | $7700.00 | Window Closed / Lapsed |