Process for making phenylene dioxydiacetic acid and use thereof

Details Process for making phenylene dioxydiacetic acid and use thereof Process for making phenylene dioxydiacetic acid and use thereof

2007-10-02

2007-10-02

Boykin, Terressa (Department: 1711)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

From phenol, phenol ether, or inorganic phenolate

C502S162000, C502S167000, C514S220000, C514S253010, C525S296000, C528S195000, C528S205000, C528S271000, C528S272000

Reexamination Certificate

active

11170389

ABSTRACT:
A process for making phenylene dioxydiacetic acid comprises (a) contacting a dihydroxybenzene under reaction conditions with a salt of haloacetic acid in a solution without adding a haloacetic acid to produce a salt of phenylene dioxydiacetic acid; and (b) optionally converting the salt of phenylene dioxydiacetic acid to free phenylene dioxydiacetic acid. In some embodiments, 1,3-phenylene dioxydiacetic acid (RDOA) is made by reacting resorcinol with sodium chloroacetic acid in a reaction mixture with a pH in the range of about 7 to about 11 and at a temperature from about 70° C. to 105° C. By adjusting the reactions conditions, a relatively high yield of 1,3-phenylene dioxydiacetic acid (i.e., greater than 80%) is obtained. The purified acid can be used in the synthesis of polyester, such as polyethylene terephthalate.

REFERENCES:
patent: 6239249 (2001-05-01), Keitoku et al.
patent: 6316666 (2001-11-01), Morimoto et al.
patent: 6476258 (2002-11-01), Komatsu et al.
patent: 2001/0003775 (2001-06-01), Keitoku et al.
patent: 1 026 146 (2000-08-01), None
patent: 1026146 (2000-08-01), None
patent: 04-091052 (1992-03-01), None
patent: 04-173764 (1992-06-01), None
Written Opinion of the International Searching Authority, mailed Jan. 9, 2006.

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