Method for producing amino methylated bead polymerizates

Patent metadata

Field	Value
Publication number	US-9968926-B2
Application number	US-201515536699-A
Country	US
Kind code	B2
Filing date	Dec 21, 2015
Priority date	Dec 22, 2014
Publication date	May 15, 2018
Grant date	May 15, 2018

Abstract

The invention relates to a process for preparing aminomethylated bead polymers using condensed formaldehydes and carboxylic anhydrides.

First claim

What is claimed is:

1. A process for preparing aminomethylated bead polymers, the process comprising:
a) converting monomer droplets composed of a mixture comprising at least one monovinylaromatic compound, at least one polyvinylaromatic compound, and at least one initiator to a bead polymer;
b) reacting the bead polymer from step a) with compounds of the formula (I) or salts thereof

where R 1 ═C 1 -C 3 -alkyl or H, and

with compounds of the formula (II)
HO CH 2 —O n H  (II)

where n=2 to 100,

in the presence of aliphatic saturated or unsaturated carboxylic anhydrides or in the presence of mixtures of aliphatic saturated or unsaturated carboxylic anhydrides and at least one aliphatic saturated or unsaturated carboxylic acid, and
in the presence of at least one Friedel-Crafts catalyst,
to give a phthalimidomethylated bead polymer, and the amount of the compounds of the formula (I) and of the formula (II) used, the bead polymer, and the aliphatic saturated or unsaturated carboxylic anhydrides, Friedel-Crafts catalysts and any carboxylic adds together in the reaction mixture is greater than 80% by weight based on the total amount of the reaction mixture, and
c) hydrolysing the phthalimidomethylated bead polymer to give an aminomethylated bead polymer.

2. The process according to claim 1 , wherein the monovinylaromatic compounds are styrene, α-methylstyrene, vinyltoluene, ethylstyrene, t-butylstyrene, chlorostyrene, bromostyrene, chloromethylstyrene, or vinylnaphthalene, or mixtures of these compounds.

3. The process according to claim 1 , wherein the polyvinylaromatic compounds are divinylbenzene, divinyltoluene, or trivinylbenzene, or mixtures of these compounds.

4. The process according to claim 1 , wherein the monovinylaromatic compound is styrene and the polyvinylaromatic compound is divinylbenzene.

5. The process according to claim 1 , wherein R 1 ═H.

6. The process according to claim 1 , wherein n=8 to 30.

7. The process according to claim 1 , wherein the Friedel-Crafts catalysts are a mixture of iron(III) chloride and sulphuric acid.

8. The process according to claim 1 , wherein the carboxylic anhydrides and carboxylic acids are a mixture of acetic anhydride and acetic acid.

9. The process according to claim 8 , wherein a ratio of acetic anhydride to acetic acid is between 3:1 and 10:1.

10. The process according to claim 1 , further comprising using the Friedel-Crafts catalyst in an amount of 1 to 5 mol per mole of compounds of the formula (I).

11. The process according to claim 1 , further comprising using the compounds of the formula (I) in an amount of 0.001 to 0.05 mol per gram of bead polymer.

12. The process according to claim 1 , further comprising using the carboxylic anhydrides in an amount of 1.5 to 4 mol per mole of compounds of the formula (I).

13. The process according to claim 1 , further comprising using the compounds of the formula (I) in an amount of 0.01 to 0.05 mol per gram of compounds of the formula (II).

14. The process according to claim 1 , further comprising using a porogen in step a).

15. The process according to claim 1 , wherein the amounts of the compounds of the formula (I), the compounds of the formula (II), the bead polymer, the aliphatic saturated or unsaturated carboxylic anhydrides, Friedel-Crafts catalysts, and any carboxylic acids used, together are an amount greater than 95% by weight in the reaction mixture, based on the total amount of the reaction mixture.

Assignees

• Lanxess Deutschland Gmbh

Inventors

• Klipper Reinhold
• Vanhoorne Pierre
• Rezkallah Areski
• Koop Bernd

Classifications

• C08F212/26

  Nitrogen · CPC title

• C08F212/08 Primary

  Styrene · CPC title

• C08F8/12

  Hydrolysis · CPC title

• B01J41/14

  obtained by reactions only involving unsaturated carbon-to-carbon bonds · CPC title

• C08F8/30 Primary

  Introducing nitrogen atoms or nitrogen-containing groups · CPC title