Patent US4467122A successfully refreshed from Google Patents.
US4467122A
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Condensation process
Assignee: Isovolta AG
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Filing: 1982-05-18
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Granted: 1984-08-21
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Expires: 2002-05-18
Abstract
Abstract In a process for the preparation of phenol-aromatic ketone condensation products by reaction of phenols and ketones in the presence of a gaseous hydrogen halide, the improvement comprising adding in catalytic amounts up to less than molar amounts based on the ketone as an additional condensation agent at least one bivalent, trivalent or tetravalent metal halide, introducing the gaseous hydrogen halide and after termination of the condensation reaction, adding water to the reaction mixture and recovering the purified condensation product and to the novel monomers of 9,9-bis-(4-hydroxyphenyl)-fluorene with a melting point of at least 226° C. and 1,1-bis-(4-hydroxyphenyl)-1-phenylethene with melting point of at least 189° C. which are useful for the preparation of improved polyester resins.
Inventors
- 👤 Otto Szabolcs
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 04:35
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/11; C07C37/20; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
102 words
In a process for the preparation of phenol-aromatic ketone condensation products by reaction of phenols and ketones in the presence of a gaseous hydrogen halide, the improvement consisting essentially of adding in catalytic amounts up to less than molar amounts based on the ketone as an additional condensation agent at least one soluble bivalent, trivalent or tetravalent metal halide of a metal selected from the group consisting of calcium, iron, titanium, zinc, tin and aluminum, in the presence of the gaseous hydrogen halide and after termination of the condensation reaction, adding water to the reaction mixture and recovering the purified condensation product.
Claim 2
Dependent Claim
102 words
In a process for the preparation of phenol-aromatic ketone condensation products by reaction of phenols and ketones in the presence of a gaseous hydrogen halide, the improvement consisting essentially of adding in catalytic amounts up to less than molar amounts based on the ketone as an additional condensation agent at least one soluble bivalent, trivalent or tetravalent metal halide of a metal selected from the group consisting of calcium, iron, titanium, zinc, tin and aluminum, in the presence of the gaseous hydrogen halide and after termination of the condensation reaction, adding water to the reaction mixture and recovering the purified condensation product.
Claim 3
Dependent Claim
15 words
The process of claim 1 wherein the condensation is effected at 40° to 70° C.
Claim 4
Dependent Claim
12 words
The process of claim 1 wherein the hydrogen halide is hydrogen chloride.
Claim 5
Dependent Claim
25 words
The process of claim 1 wherein the metal halide is at least one member of the group consisting of CaCl 2 and ZnCl 2 .
Claim 6
Dependent Claim
25 words
The process of claim 1 wherein the metal halide is at least one member of the group consisting of AlCl 3 and FeCl 3 .
Claim 7
Dependent Claim
25 words
The process of claim 1 wherein the metal halide is at least one member of the group consisting of SnCl 4 and TiCl 4 .
Claim 8
Dependent Claim
20 words
The process of claim 1 wherein the amount of metal halide is 0.1 to 0.3 moles per mole of ketone.
Claim 9
Dependent Claim
30 words
The process of claim 1 wherein more than two moles of phenol per mole of ketone are employed and the metal halide and the ketone are dissolved in the phenol.
Claim 10
Dependent Claim
27 words
The process of claim 1 wherein the reaction mixture is diluted with water and steam is passed through the mixture to at least partially remove excess phenol.
Claim 11
Dependent Claim
22 words
The process of claim 1 wherein the condensation product is washed with boiling water and then with a hot aqueous alkaline solution.
Claim 12
Dependent Claim
23 words
The process of claim 1 wherein the reaction mixture diluted with water is centrifuged and is then washed therein with water and/or steam.
Claim 13
Dependent Claim
26 words
The process of claim 1 wherein the condensation product after washing is crystallized from a chlorinated organic solvent, washed with cold chlorinated organic solvent and dried.
Claim 14
Dependent Claim
10 words
The process of claim 12 wherein the solvent is 1,2-dichloroethane.
Claim 15
Dependent Claim
18 words
The process of claim 1 wherein up to 10% by weight of water is present during the condensation.
Claim 16
Dependent Claim
14 words
The process of claim 1 wherein the condensation is effected under substantially anhydrous conditions.
Claim 17
Dependent Claim
123 words
A process for the preparation of a phenol-ketone condensation product consisting esssentially of dissolving an aromatic ketone and a catalytic amount up to less than one mole per mole of ketone of at least one metal chloride selected from the group consisting of CaCl 2 , ZnCl 2 , AlCl 3 , FeCl 3 , SnCl 4 and TiCl 4 in more than 2 moles of monohydric phenol per mole of ketone, adding hydrogen chloride to the solution at 40° to 80° C. to effect the condensation, adding water to the complete condensation mixture to precipitate the condensation product, separating the condensation product and washing the same with hot water, crystallizing the product from a chlorinated hydrocarbon solvent and drying the condensation product.
Claim 18
Dependent Claim
123 words
A process for the preparation of a phenol-ketone condensation product consisting esssentially of dissolving an aromatic ketone and a catalytic amount up to less than one mole per mole of ketone of at least one metal chloride selected from the group consisting of CaCl 2 , ZnCl 2 , AlCl 3 , FeCl 3 , SnCl 4 and TiCl 4 in more than 2 moles of monohydric phenol per mole of ketone, adding hydrogen chloride to the solution at 40° to 80° C. to effect the condensation, adding water to the complete condensation mixture to precipitate the condensation product, separating the condensation product and washing the same with hot water, crystallizing the product from a chlorinated hydrocarbon solvent and drying the condensation product.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-08-21 | 1988-02-20 | 1988-08-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-08-21 | 1992-02-20 | 1992-08-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-08-21 | 1996-02-20 | 1996-08-21 | $7700.00 | Window Closed / Lapsed |