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US 5,516,901 AGranted
Preparation of reactive phthalocyanine dyes
AssigneeBASF SE
InventorsJuergen Dornhagen, Manfred Patsch
Life of this patent
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Abstract
Reactive phthalocyanine dyes are prepared by reacting phthalocyaninesulfonyl chlorides with amines containing a reactive group and subjecting the resulting reaction mixture to a membrane treatment.
Claims5
A process for preparing reactive phthalocyanine dyes of the formula I
- where
- Pc is the radical of a metal-free or metal-containing phthalocyanine system which may be substituted by chlorine or phenyl,
- R.sup.1 is hydrogen or C.sub.1 -C.sub.6 -alkyl,
- R.sup.2 and R.sup.3 singly are independently of each other hydrogen, C.sub.1 -C.sub.6 -alkyl, which may be interrupted by 1 or 2 oxygen atoms in ether function, or phenyl, or together are combined with the nitrogen atom joining them together to form a five- or six-membered saturated heterocyclic radical which may contain further hetero atoms,
- L is C.sub.2 -C.sub.4 -alkylene which may be interrupted by an oxygen atom in ether function, naphthylene or a radical of the formula ##STR18## where U is hydrogen, hydroxysulfonylmethyl or hydroxysulfonyl and n is 1 or 2,
- Y is vinyl or a radical of the formula C.sub.2 H.sub.4 --Q, wherein Q is an alkali-detachable group,
- M.sup..cndot. is the equivalent of a cation,
- m is 0 or 1,
- p is from 1 to 3,
- q is from 0 to 3,
- r is from 1 to 3, and
- t is 0 or 1,
- with the proviso that the sum of p, q and r is not more than 4, by reacting a phthalocyaninesulfonyl chloride of the formula II ##STR19## where Pc and M.sup..cndot. are each as defined above, a is from 1 to 4 and b is from 0 to 3, with the proviso that the sum of a and b is not more than 4, or a mixture of phthalocyaninesulfonyl chlorides of the formula II in any order with an amine of the formula III ##STR20## where R.sup.1, L, Y, m and t are each as defined above, and optionally with an amine of the formula IV ##STR21## where R.sup.2 and R.sup.3 are each as defined above, in an aqueous medium in the presence or absence of a nitrogen-containing heterocycle, which comprises, after the reaction has ended, subjecting the reaction mixture to a membrane treatment to separate it into an aqueous retentate comprising the dyes of the formula I in concentrated form and an aqueous permeate comprising the salts, the amine of the formula III and optionally the amine of the formula IV.
10 more elements
Dependencies are inferred from the claim text.