Preparation of 4,4'-dihydroxy-alpha'-dialkylstilbenes and 4, 4'-

Details Preparation of 4,4'-dihydroxy-alpha'-dialkylstilbenes and 4, 4'- Preparation of 4,4'-dihydroxy-alpha'-dialkylstilbenes and 4, 4'-

1995-01-18

1995-12-12

Lone, Werren B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568716, 568717, 568722, 568728, C07C 3720, C07C 39215

Patent

active

054751551

ABSTRACT:
4,4'-Dihydroxy-alpha-alkylstilbenes of high purity are prepared by reacting at a temperature of from about -20.degree. C. to about 20.degree. C. a mixture of (1) at least one alpha-haloketone, (2) at least one phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound, and (3) at least one strong protonic acid or Lewis acid; such that the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s) is from 0.1:1 to 1.9:1, and the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s):strong protonic acid or Lewis acid is from about 0.1:1:0.0026 to about 1.9:1:0.95. The high purity 4,4'-dihydroxy-alpha-alkylstilbenes are useful for the advancement of epoxy resins, for the preparation of phenoxy resins and for the preparation of epoxy resins.

REFERENCES:
patent: 2623908 (1952-12-01), Stoesser et al.
patent: 2812364 (1953-09-01), Farnham et al.
patent: 3221061 (1965-11-01), Grover et al.
patent: 3326986 (1967-06-01), Dugan et al.
patent: 4962163 (1990-10-01), Hefner, Jr. et al.
patent: 5159030 (1992-10-01), Hefner, Jr.
patent: 5182340 (1993-01-01), Hefner, Jr. et al.
patent: 5208306 (1993-05-01), Hefner, Jr.
patent: 5218062 (1993-06-01), Earls et al.
patent: 5227452 (1993-07-01), Earls et al.
patent: 5248360 (1993-09-01), Jones, Jr. et al.
patent: 5262509 (1993-11-01), Hefner, Jr. et al.
patent: 5264502 (1993-11-01), Hefner, Jr. et al.
patent: 5266660 (1993-11-01), Hefner, Jr. et al.
patent: 5268434 (1993-12-01), Hefner, Jr. et al.
patent: 5270404 (1993-12-01), Hefner, Jr. et al.
patent: 5270405 (1993-12-01), Earls et al.
"Synthesis and Characterization of Thermotropic Polyethers and Copolyethers Based on 4,4'-dihydroxy-a-methylstilbene and Flexible Spacers Containing Odd Numbers of Methylene Units" by Percec et al., in Mol. Cryst. Liq. Cryst. 1991 vol. 205, pp. 47-66.
"Reactions of a-Halogeno-ketones with Aromatic Compounds. Part I. Reactions of Chloroacetone and 3-Chlorobutanone with Phenol and its Ethers" by Zaheer, et al., in Journal of Chem. Society, 1954, Part III, pp. 3045-4712.
Copending Application Serial#07/919,677 (Atty. Docket No. C-37,370-G) filed Jul. 27, 1992 entitled "Mesogenic Epoxy Compounds".
Copending Application Serial#08/099,812 (Atty. Docket No. C-1437,370-I) filed Jul. 29, 1993 entitled "Mesogenic Mono-Epoxy Compounds".
Copending Application Serial#08/069,910 (Atty. Docket No. C-38,341-D) filed Jun. 1, 1993 entitled "Curable Mixtures of Mesogenic Epoxy Resins and Mesogenic Polyamines and Cured Compositions".
Copending application No. 08,015,496 (Atty. Docket No. C-39,329 14 B) filed Feb. 9, 1993 entitled "Mesogenic Alkenyl Functional Malemides and Thermosets Thereof".
Copending aplication No. 07/890,735 (Atty. Docket No. C-39,486-B) filed by May 28, 1992 entitled "Mesogenic Glycidyl Amines".
Copending application No. 08/077,480 (Atty. Docket No. C-39,717-A) filed Jun. 14, 1993 entitled "Process For Preparing Composities Based On Oriented Mesogenic Thermoset Resins".
Copending application No. 08,058,100 (Atty. Docket No.C-40,980) filed May 6, 1993 entitled "Bis(Aminophenoxyl)-Alpha-Substitited Stilbenes, Curable Mixtures With Epoxy Resins and Cured Products".
Copending application No. 08,144,982 (Atty. Docket No. C-40,980-A) filed Oct. 27, 1993 entitled "Bis(Aminophenoxy)-Alpha-Substituted Stilbenes, Curable Mixtures With Epoxy Resins and Cured Products".
Copending application No. 07,982,804 (Atty. Docket No. C-39,949) filed Nov. 30, 1992 entitled "Nitro Group Terminated Mesogenic Epoxy Resin Adducts".
Copending Application Serial No. 08/154,805 (Atty. Docket No. C-39,949-A) filed Nov. 18, 1993 entitled "Nitro Group Terminated Mesogenic Epoxy Resin Adducts".
Copending Application Serial No. 07/832,070 (Atty. Docket No. C-39,899) filed Feb. 6, 1992 entitled "Mesogenic Cyclic Imino Ether-Containing Compositions and Polymerization Products Thereof".
Copending Application Serial No. 08/119,852 (Atty. Docket No. C-39,899-A) filed Sep. 10, 1993 entitled "Mesogenic Cyclic Imino Ether-Containing Compositions and Polymerization Products Thereof".
Copending Application Serial No. 08/107,267 (Atty. Docket No. C-38,979-C) filed Aug. 16, 1993 entitled "Thermoplastic Resins From Polyglycidyl Esters Containing Mesogenic Moieties".
Copending Application Serial No. 08/107,409 (Atty. Docket No. C-38,979-D) filed Aug. 16, 1993 entitled "Mesogenic Glycidyl Esters".
Copending Application Serial No. 08/097,346 (Atty. Docket No. C-38,057-C) filed Jul. 23, 1993 entitled "Diamino-Aplha-Alkylstilbenes".
Copending Application Serial No. 08/118,485 (Atty. Docket No. C-38,057-D) filed Sep. 8, 1993, entitled "Adducts of Epoxy Resins and Active Hydrogen Containing Compounds Containing Mesogenic Moieties".
Copending Application Serial No. 07/562,289 (Atty. Docket No. C-38,057) filed Aug. 3, 1990 entitled "Sulfonamide Compounds Containing Mesogenic Moieties".
Copending Application Serial No. 07/746,527 (Atty. Docket No. C-37,610-A) filed Aug. 16, 1991 entitled "Mesogenic Polycyanates and Thermosets Thereof".
Copending Application Serial No. 08/091,459 (Atty. Docket No. C-37,610-D) filed Jul. 13, 1993 entitled "Mesogenic Polycyanates and Thermosets Thereof".
Copending Application Serial No. 08/091,460 (Atty. Docket No. C-37, 610-E) filed Jul. 13, 1993 entitled "Mesogenic Polycyanates and Thermosets Thereof".
Copending application Serial No. 08/091,150 (Atty. Docket No. C-37,610-F) filed Jul. 13, 1993 entitled "Mesogenic Polycyanates and Thermosets".
Journal of Polymer Science, Polymer Chemistry Edition, vol. 26, No. 8, 5 Aug. 1988 New York pp. 2047-2076, V Percec, et al., "Synthesis and characterisation of liquid crystalline copolymethacrylates, copolyacrylates, and copolysiloxanes containing 4-methoxy-4-hydroxy-alpha-methylstilbene and 4-hydroxy-4-methoxy-alpha-methylstilbene constitutional isomers as side-groups".
Journal of Polymer Science, Polymer Chemistry Edition, vol. 25, No. 7, July 1987, New York, pp. 1943-1965, V Percer, et al., "Functional polymers and sequential copolymers by phase transfer catalysis. 24. The influence of molecular weight on the thermotropic properties of a random copolyether based on 1,5-dibromopentane, 1,7-dibromoheptane, and 4,4 dihydroxy-alpha-methylstilbene".

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