# US 7,411,086 B2 · Process for the production of n-alkylaminoalkyl (meth)acrylates

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- Number: US 7,411,086 B2
- Document ID: US7411086B2
- Status: Granted
- Kind: B2
- Application number: 10/558,193
- Filed: 2004-05-27
- Published: 2006-12-21
- Granted: 2008-08-12
- Earliest claimed: 2003-05-28
- Assignees: Dia-Nitrix Co., Ltd.
- Inventors: Shuhei Otsuka; Akira Ogawa; Tohru Endoh; Shingo Tanaka
- Web page: https://patentgrep.com/patent/US7411086B2

## CPC

- C07C 213/06: from hydroxy amines by reactions involving the etherification or esterification of hydroxy groups
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The present invention is to provide a method of producing an N-alkylaminoalkyl (meth)acrylate containing a small amount of low boiling components, especially, containing a small amount of raw components, without any complicated operations or special apparatuses. The method of producing an N-alkylaminoalkyl (meth)acrylate comprising the steps of: (A) performing the reaction between the (meth)acrylic acid ester and the N-alkylaminoalkyl alcohol in a presence of a catalyst to obtain a reaction solution containing the N-alkylaminoalkyl (meth)acrylate; (B) distilling out components which have lower boiling points than the N-alkylaminoalkyl (meth)acrylate from the reaction solution obtained by the step (A); and (C) distilling the N-alkylaminoalkyl (meth)acrylate; and further comprising the step of: (D) adjusting water concentration at a range from 0.01 to 1 wt %. in the reaction solution which is located after the step (A) and before the step (C).

## Claims

### Claim 1

A method of producing an N-alkylaminoalkyl (meth)acrylate by a reaction between a (meth)acrylic acid ester and an N-alkylaminoalkyl alcohol, comprising:
(A) performing the reaction between the (meth)acrylic acid ester and the N-alkylaminoalkyl alcohol in a presence of a catalyst to obtain a reaction solution containing the N-alkylaminoalkyl (meth)acrylate;
(B) distilling out components which have lower boiling points than the N-alkylaminoalkyl (meth)acrylate from the reaction solution obtained by the step (A); and
(C) distilling the N-alkylaminoalkyl (meth)acrylate;
and further comprising:
(D) adjusting a water concentration at a range from 0.01 to 1 wt % in the reaction solution by introducing water into the reaction solution which is located after the step (A) and before the step (B).

### Claim 2 (depends on 1)

The method of producing an N-alkylaminoalkyl (meth)acrylate according to claim 1, wherein the (meth)acrylic acid ester is a compound represented by the following formula (1):
CH2═CR1COOR2 (1)
wherein R1 denotes hydrogen or methyl group and R2 denotes an alkyl group containing 1 to 2 carbon atoms.

### Claim 3 (depends on 1)

A method of producing an N-alkylaminoalkyl (meth)acrylate, reusing at least a part of the catalyst contained in a residue remaining after the step (C) of the method of producing an N-alkylaminoalkyl (meth)acrylate according to claim 1 for a reaction between a (meth)acrylic acid ester and an N-alkylaminoalkyl alcohol.

### Claim 4 (depends on 2)

A method of producing an N-alkylaminoalkyl (meth)acrylate, reusing at least a part of the catalyst contained in a residue remaining after the step (C) of the method of producing an N-alkylaminoalkyl (meth)acrylate according to claim 2 for a reaction between a (meth)acrylic acid ester and an N-alkylaminoalkyl alcohol.