IP Library Granted Patent US 7,411,086
Granted Patent B2
US 7,411,086 · App. 10/558,193 · Granted Aug 12, 2008

Process for the production of n-alkylaminoalkyl (meth)acrylates

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,411,086
App. No.
10/558,193
Granted
Aug 12, 2008
Kind
B2
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 (11)

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).

2. 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):

CH 2 ═CR 1 COOR 2   (1)

wherein R 1 denotes hydrogen or methyl group and R 2 denotes an alkyl group containing 1 to 2 carbon atoms.

3. 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.

4. 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.

Assignments (4)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: DIA-NITRIX CO,LTD
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043479/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 31, 2006
From: MITSUBISHI RAYON CO., LTD.
To: DIA-NITRIX CO., LTD.
Reel/Frame 018465/0026 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 12, 2006
From: OTSUKA, SHUHEI; OGAWA, AKIRA; ENDOH, TOHRU; TANAKA, SHINGO
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 018248/0272 →