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US4307222A
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Process for preparing polyarylene polyethers and a novel polyarylene polyether
Assignee: BP Corp North America Inc
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Filing: 1980-06-25
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Granted: 1981-12-22
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Expires: 2000-06-25
Abstract
Abstract Described herein is an improved process for preparing polyarylene polyethers by (a) converting a dihydric phenol to the alkali metal phenolate by adding an alkali metal or alkali metal compound to the phenol in a mixture of a sulfone or sulfoxide solvent and a solvent which forms an azeotrope with water, (b) removing water by codistillation with the azeotrope forming cosolvent, and (c) reacting the phenolate mixture with a dihalobenzeneoid compound, wherein a lighter colored product is obtained by adding the sulfone or sulfoxide solvent in increments. This may be accompanied by (1) adding an increment of the sulfone or sulfoxide solvent to a mixture of the dihydric phenol in the codistillation solvent and adding the remaining portion during the azeotroping step, or (2) adding an increment of the sulfone or sulfoxide solvent to the mixture of dihydric phenol and codistillation solvent and the remaining portion to the system simultaneously with the alkali metal hydroxide or other phenolate forming alkali metal source, or (3) adding a first increment of the sulfone or sulfoxide to the dihydric phenol-azeotrope forming solvent prior to step (a), a second increment simultaneously with the addition of alkali metal source in step (a), and the remainder during or at the end of azeotroping step (b).
Inventors
- 👤 Thomas H. Schwab
- 👤 Wong F. Ark
- 👤 Robert A. Clendinning
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 06:00
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/34; C08G65/38; C08G65/40; C08G65/4093
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
279 words
An improved process for preparing polyarylene polyethers which comprises the steps of: (a) reacting a dihydric phenol with about a stoichiometric amount of an alkali metal, or an alkali metal hydride, hydroxide, alkoxide or alkyl compound in the presence of a solvent comprising a sulfone or sulfoxide, or mixtures thereof, to form the alkali metal double salt of the dihydric phenol, (b) removing water from the mixture by co-distillation using an azeotrope forming solvent, and (c) admixing about an equimolar amount of a dinuclear dihalobenzenoid compound and effecting reaction of the dihalobenzenoid compound and the alkali metal double salt of the dihydric phenol in the sulfone or sulfoxide solvent at temperatues above about 100° C. and below the decomposition temperature of the reactants, the solvent(s) and the polymer formed, wherein the improvement comprises: (I) adding an increment of the sulfone or sulfoxide solvent to a mixture of dihydric phenol and solvent, and then adding the remainder of the sulfone or sulfoxide solvent during step (b), or (II) adding an increment of the sulfone or sulfoxide solvent to a mixture of dihydric phenol and solvent and then adding the remainder of the sulfone or sulfoxide solvent to the mixture simultaneously with the alkali metal or alkali metal hydride, hydroxide, alkoxide or alkyl compound, or (III) adding an increment of the sulfone or sulfoxide solvent to a mixture of the dihydric phenol and solvent, adding another increment of the sulfone or sulfoxide solvent to the mixture simultaneously with the alkali metal or alkali metal hydride, hydroxide, alkoxide or alkyl compound, and then adding the remainder of the sulfone or sulfoxide solvent during step (b) or at the end of step (b).
Claim 2
Dependent Claim
279 words
An improved process for preparing polyarylene polyethers which comprises the steps of: (a) reacting a dihydric phenol with about a stoichiometric amount of an alkali metal, or an alkali metal hydride, hydroxide, alkoxide or alkyl compound in the presence of a solvent comprising a sulfone or sulfoxide, or mixtures thereof, to form the alkali metal double salt of the dihydric phenol, (b) removing water from the mixture by co-distillation using an azeotrope forming solvent, and (c) admixing about an equimolar amount of a dinuclear dihalobenzenoid compound and effecting reaction of the dihalobenzenoid compound and the alkali metal double salt of the dihydric phenol in the sulfone or sulfoxide solvent at temperatues above about 100° C. and below the decomposition temperature of the reactants, the solvent(s) and the polymer formed, wherein the improvement comprises: (I) adding an increment of the sulfone or sulfoxide solvent to a mixture of dihydric phenol and solvent, and then adding the remainder of the sulfone or sulfoxide solvent during step (b), or (II) adding an increment of the sulfone or sulfoxide solvent to a mixture of dihydric phenol and solvent and then adding the remainder of the sulfone or sulfoxide solvent to the mixture simultaneously with the alkali metal or alkali metal hydride, hydroxide, alkoxide or alkyl compound, or (III) adding an increment of the sulfone or sulfoxide solvent to a mixture of the dihydric phenol and solvent, adding another increment of the sulfone or sulfoxide solvent to the mixture simultaneously with the alkali metal or alkali metal hydride, hydroxide, alkoxide or alkyl compound, and then adding the remainder of the sulfone or sulfoxide solvent during step (b) or at the end of step (b).
Claim 3
Dependent Claim
44 words
A process as defined in claim 1, wherein the increment of the sulfone or sulfoxide solvent which is added to the mixture of the dihydric phenol and solvent corresponds to a sulfone or sulfoxide solvent to dihydric phenol ratio of from 0.4 to 1.
Claim 4
Dependent Claim
16 words
A process as defined in claim 2, wherein the ratio is from about 0.5 to 1.
Claim 5
Dependent Claim
50 words
A process as defined in claim 1, wherein the increment of the sulfone or sulfoxide solvent which is added simultaneously with the alkali metal or alkali metal hydride, hydroxide, alkoxide or alkyl compound corresponds to a sulfone or sulfoxide solvent to dihydric phenol ratio of from about 1.25 to 1.
Claim 6
Dependent Claim
16 words
A process as defined in claim 4, wherein the ratio is from about 1.75 to 1.
Claim 7
Dependent Claim
16 words
A process as defined in claim 1, wherein the sulfone or sulfoxide solvent comprises dimethyl sulfoxide.
Claim 8
Dependent Claim
21 words
A process as defined in claim 1, wherein the solvent in step (I) or (II) or (III) comprises a halogenated benzene.
Claim 9
Dependent Claim
15 words
A process as defined in claim 7, wherein the halogenated benzene is chlorobenzene or o-dichlorobenzene.
Claim 10
Dependent Claim
19 words
A process as defined in claim 1, wherein the dihydric phenol is bisphenol-A and the dihalobenzenoid compound is 4,4'-dichlorodiphenylsufone.
Claim 11
Dependent Claim
23 words
A process as defined in claim 1, wherein a fractionation column is used to facilitate dehydration in step (I) or (II) or (III).
Claim 12
Dependent Claim
10 words
A polyarylene polyether produced by the process of claim 1.
Claim 13
Dependent Claim
18 words
A polyarylene polyether as defined in claim 11, wherein the polyarylene polyether is derived from bisphenol-A and 4,4'-dichlorodiphenylsulfone.
Claim 14
Dependent Claim
11 words
A polyarylene polyether having a color factor less than about 20.
Claim 15
Dependent Claim
11 words
A polyarylene polyether having a color factor less than about 20.
Claim 16
Dependent Claim
18 words
A polyarylene polyether as defined in claim 13, wherein the polyarylene polyether is derived from bisphenol-A and 4,4-dichlorodiphenylsulfone.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-12-21 | 1985-06-22 | 1985-12-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-12-21 | 1989-06-22 | 1989-12-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-12-21 | 1993-06-22 | 1993-12-22 | $7700.00 | Window Closed / Lapsed |