Concentration of light over a particular area, and novel perylen

Details Concentration of light over a particular area, and novel perylen Concentration of light over a particular area, and novel perylen

1984-08-20

1987-05-19

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D47106

Patent

active

046670360

ABSTRACT:
Light is concentrated in plastic sheets by a method in which the fluorescent centers used are perylenetetracarboxylic acid diimides of the formula ##STR1## The compounds (I) are prepared by chlorinating (I) in which n is 0 with sulfuryl chloride in an inert organic liquid in the presence of a catalyst. In the formula, n is 2, 3, 4 or 5 or 6, and R and R.sup.1 independently of one another are each (a) straight-chain or branched C.sub.1 -C.sub.18 -alkyl which is unsubstituted or substituted by cyano, hydroxyl, cycloalkyl, alkylcarbonyloxy, alkenylcarbonyl-oxy or cycloalkylcarbonyloxy and in which the alkyl chain may furthermore be interrupted by O or S, or (b) C.sub.5 -C.sub.18 -cycloalkyl which is unsubstituted or substituted by alkyl, carboalkoxy or trifluoromethyl.
Novel perylenetetracarboxylic acid diimides of the formula I, where n is 4 and R and R.sup.1 are each 3-(2'-ethylhexyloxy)-propyl, 2-ethylhexyl, butyl, octyl, tridecyl, octadecyl, pinan-3-ylmethyl, 6-(2'-ethylhexanoyloxy)-6-methylhept-2-yl, 4-methylcyclohexyl, 3,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 2,6-diisopropylcyclohexyl or norbornyl, or R is C.sub.4 -C.sub.12 -alkyl, C.sub.1 -C.sub.4 -alkyl-substituted cyclohexyl or cyclohexyl-C.sub.1 - or C.sub.2 -alkyl, and R.sup.1 is 2-hydroxyethyl, C.sub.1 -C.sub.19 -alkylcarbonyloxy-C.sub.2 -C.sub.4 -alkyl, C.sub.6 -C.sub.12 -cycloalkylcarbonyloxy-C.sub.2 -C.sub.4 -alkyl or C.sub.2 -C.sub.4 -alkenylcarbonyloxy-C.sub.2 -C.sub.4 -alkyl.
The dyes (I) give lightfast fluorescent colorations in plastics.

REFERENCES:
patent: 4431806 (1984-02-01), Spietschka et al.
patent: 4492648 (1985-01-01), Claussen

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