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 3- and 4-Azidophthalic acid derivatives

Details
Inventors: Kvita, Vratislav; Zweifel, Hans; Greber, Gerd;
Assignee: Ciba-Geigy Corporation (Ardsley, NY)
Primary Examiner: Tovar; Jose
Assistant Examiner: Eakin; M. C.
Attorney, Agent or Firm: Hall; Luther A. R.

The compounds according to the invention have the formulae Ia or Ib ##STR1## in which Y is a divalent organic radical and Z is --NH.sub.2, --NH-alkyl having 1-4 C atoms, --OH, --COOH, --COCl, --O--CO--CH.dbd.CH.sub.2, ##STR2## --COO--CH.dbd.CH.sub.2 or --O--CH.dbd.CH.sub.2. These novel 3- or 4-azidophthalic acid derivatives may be used for the preparation of photo-crosslinkable polymers. Compared to corresponding photosensitive polymers of the prior art, these novel polymers have the advantages that they are even more photosensitive and that they also absorb in the long wavelength UV region (at wavelengths greater than 320 nm).

DETAILED DESCRIPTION What is claimed is: 1.
A compound of formula Ib ##STR33## in which Y is alkylene having 2 to 18 carbon atoms; said alkylene substituted by one or two phenyl groups, by one or two cycloalkyl groups having 5 to 8 carbon atoms or by one or two aralkyl groups having 7 or 8 carbon atoms; phenylene, naphthylene, biphenylene, cyclohexylene, dicyclohexylmethane or ##STR34## where X is ##STR35## or said phenylene, said naphthylene, said diphenylene, said cyclohexylene, said dicyclohexylmethane or said ##STR36## substituted, per ring, by one halogen atom, by one alkyl group having 1 to 4 carbon atoms, by one cycloalkyl group having 5 to 7 carbon atoms or by one aralkyl group having 7 or 8 carbon atoms, and Z is --OH.
2.
A compound of the formula Ib according to claim 1, in which the N.
sub.
3 group is joined to the benzene ring in the ortho-position to a carbonyl group.
3.
A compound of the formula Ib according to claim 1, in which Y is unsubstituted alkylene having 2-18 C atoms, cyclohexylene, naphthylene or phenylene and Z is --OH.
4.
A compound according to claim 1, of the formula VII ##STR37## 5.
A compound according to claim 4 which is N-(.
beta.
-hydroxyethyl)-3-azidophthalimide.




Description:
The present invention relates to novel 3- or 4-azidophthalic acid derivatives and to processes for their preparation.
The 3- and 4-azidophthalic acid derivatives according to the invention can be used to produce photocurable polymers.
The literature discloses that polymers having azido side groups can be photo-crosslinked and are suitable for photo-mechanical applications [cf.
, for example, British Patent Specification No.
843,541, U.
S.
Pat.
No.
3,002,003, Journal of Appl.
Poly.
Sci.
, 7, 273-279 (1963) and Japanese Laid-Open Specification 74/23843].
These prior-art polymers have disadvantages inasmuch as they absorb predominantly in the short wavelength UV region and are therefore unsuitable, or rather unsuitable, for numerous applications, especially in the field of micro-electronics, which demand highly photosensitive substances which absorb in the longer wavelength UV region



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