Polymerisable polyamide derivatives

Details Polymerisable polyamide derivatives Polymerisable polyamide derivatives

1998-11-23

2000-11-21

Woodward, Ana

Stock material or miscellaneous articles

Hollow or container type article

Polymer or resin containing

4283084, 4283193, 4283197, 525426, B29D 2200, B29D 2300, B32B 108

Patent

active

061499943

DESCRIPTION:

BRIEF SUMMARY
The invention relates to polymerizable derivatives of polyamides and processes for the polymerization of polyamides derivatized in this way, and finally to polymers and shaped articles prepared by these processes.
The patent applications DE 195 01 726 and WO 96/22316 disclose polymerizable derivatives of polyamides and processes for the polymerization of polyamides derivatized in this way. The following reaction steps are carried out for this: polyamide with a solution of a compound which contains a double bond, the reaction with the amino groups taking place via an oxirane group; polymerizable derivatives of the polyamide are formed by this reaction; bonds inserted in the first step, a block polymer being formed which contains, if appropriate, the reactive groups introduced with the monomers, preferred reactive groups being, in particular, oxirane groups or groups which can be converted into azlactones; to give a separating material or an immobilized catalyst or enzyme.
If chiral compounds are used for these reactions, chirally modified shaped articles which are suitable for enantiomer separations are accessible.
There is therefore the object of providing further, in particular alkali-stable, polymerizable derivatives of polyamide or shaped articles of polyamide.
It has been found that instead of the derivatizing agents disclosed in DE 195 01 726 and WO 96/22 316 for the first reaction step, further derivatizing agents can be used. These also include derivatizing agents which allow the reaction of carboxyl groups in the polyamide in an analogous manner. It has been found here that some of these detivatizing agents lead to derivatives which have an improved stability in the presence of alkaline solutions. It has furthermore been found that the density of the polymerizable groups can be increased if carboxyl groups present in the base material are reacted with a diamine. In an analogous manner, the density of the polymerizable groups can,be increased by reacting the base polymer (polyamide) with dicarboxylic acids or dicarboxylic acid anhydrides. The carboxyl groups are then reacted with an amino compound which contains unsaturated groups, and polymerizable groups are introduced in this way.
The invention relates to polyamides which are derivatized with polymerizable double bonds and are obtainable by reaction of a coupling group of the polyamide with an ethylenically unsaturated derivatizing agent. According to the invention, the term "coupling groups of the polyamide" is understood as meaning the amino or carboxyl groups of the polyamide. In commercially available polyamides, the terminal amino or carboxyl groups are therefore the coupling groups. According to the invention, the term "ethylenically unsaturated derivatizing agent" is understood as meaning reagents or combinations of reagents which react with the coupling groups of the polyamide, that is to say with the carboxyl or with the amino groups, and as a result introduce ethylenically unsaturated groupings into the product formed.
Examples of suitable derivatizing agents which react with amino groups are disclosed in DE 195 01 726 and WO 96/22316. Polyamides which are derivatized with polymerizable double bonds and are obtainable by reaction of amino-reactive compounds containing an oxirane ring and an ethylenically unsaturated double bond are therefore not the subject matter of the invention if the base polymer is reacted without having first being reacted with a diamino compound.
New suitable derivatizing agents are, for example: anhydrides of an ethylenically unsaturated carboxylic acid, for example methacrylic acid anhydride or chloride, acrylic acid anhydride or chloride, or vinylazlactone derivatives of the formula I ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently of one another are H or CHO.sub.3 ; C.sub.5 -alkyl.
Preferably, R.sup.1, R.sup.2 and R.sup.3 are H and R.sup.7 and R.sup.8 are methyl.
The ethylenically unsaturated derivatizing agents also include those which react with the carboxyl groups and introduce ethylenically un

REFERENCES:
patent: 4563507 (1986-01-01), Dyer
patent: 4595730 (1986-06-01), Blondel et al.
English Abstract for EP147267.
English Abstract for DE4129901.

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