Process for preparation of 2-anthryl and substituted 2-anthryl f

Details Process for preparation of 2-anthryl and substituted 2-anthryl f Process for preparation of 2-anthryl and substituted 2-anthryl f

1975-03-07

1978-09-26

Killos, Paul J.

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

Organic compounds

Carboxylic acid esters

C07C 6954

Patent

active

041172396

ABSTRACT:
Process for preparation of 2-anthryl and substituted 2-anthryl functional monomers and polymers. In the process for preparation of these monomers, an anthracenic reactant of the formula: ##STR1## wherein X and Y are independently selected from hydrogen, chlorine, bromine, alkyl of 1 to 4 carbon atoms or phenyl
Is acylated in nitrobenzene under conditions which favor reaction at the two position. The resulting acylated product can then be (a) reacted with an alkylidenephosphorane (Wittig synthesis) or (b) reduced to the corresponding alcohol. Subsequent to such reduction, this alcohol can undergo further modification at the hydroxyl function to form a polymerizable addition monomer. Through the proper selection of the relative concentration of reactants and control over processing conditions, it is possible not only to prepare such monomers in high yields but also upon polymerization of such monomers, to obtain high molecular weight 2-anthryl and substituted 2-anthryl functional polymers (molecular weight of at least 10.sup.4). Polymers of such high molecular weight can readily be formed without the use of binders into self-supporting films. Such films are intrinsically photoconductive in the ultraviolet region of the electromagnetic spectrum and have good transport capabilities for charge carriers of both polarities.

REFERENCES:
J. March, Adv. Org. Chem: Reactions, Mechanisms & Structure, pp. 413-415, 424.
Cram & Hammond: Organic Chem., 2nd ed., pp. 439-440.

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