RU2011144622A

RU2011144622A - METHOD FOR CONTINUOUS PRODUCTION OF ALKYLAMINO (MET) ACRYLAMIDES

Info

Publication number: RU2011144622A
Application number: RU2011144622/04A
Authority: RU
Inventors: Бардо ШМИТТ; Вольфганг Клессе; Мартина ЭВЕРТ; Дирк БРЕЛЛЬ; Гуидо ПРОТЦМАНН; Йоахим КНЕБЕЛЬ; Томас КЕР; Ханс-Герхард ШТАДЛЕР; Герхард КЕЛЬБЛЬ; Бенедикт ЛАУКС
Original assignee: Эвоник Рем ГмбХ
Priority date: 2009-04-07
Filing date: 2010-03-03
Publication date: 2013-05-20

Claims

1. The method of continuous production of alkylamino (meth) acrylamide of the formula (C):

,

in which R ² means a linear, branched or cyclic alkyl residue or an aryl residue with 1-12 carbon atoms,

by reacting a compound of formula (B):

,

in which R ² is as described above with an alkyl (meth) acrylate of formula (A):

,

in which R ³ means hydrogen or a methyl group, and

R ¹ means a linear or branched alkyl residue with 3-10 carbon atoms, in apparatus for continuous conversion in the presence of a catalyst or mixture of catalysts subjected to thermal activation (s) and at least one polymerization inhibitor,

characterized in that the reactants are continuously fed into a suitable reactor (1), moreover, the resulting alcohol or a mixture of alcohol with alkyl (meth) acrylate (13) is continuously distilled off in a distillation column (2), and in addition:

- the reaction mixture is continuously sent from the reactor to the distillation column (3), or respectively the evaporator (5), and by means of distillation under reduced pressure, volatile components (A, B, alcohol) and very small amounts of the target amide (C) are removed , and returned back to the reactor, while the target amide (C) together with the catalyst and polymerization inhibitors, as well as high boiling point by-products, were taken from the cube;

- bottoms stream (15) from the distillation column (3) is continuously sent to the distillation treatment.

2. The method according to claim 1, characterized in that the vapor stream from the evaporator (5) is continuously directed to another distillation column, and by distillation under reduced pressure, pure target amide (C) is taken from its upper part, and the catalyst and inhibitors from the cube polymerization, as well as high-boiling by-products with a low content of the target amide (C), and the amide thus obtained is sent to a two-stage distillation purification, which includes preliminary distillation with the selection of low-boiling components and boiling fraction, and the main distillation, involving the allocation of high-boiling components.

3. The method according to claim 1, characterized in that, for the purpose of dehydration, the amine (B) is fed into the reactor through a distillation column (2).

4. The method according to claim 1, characterized in that the molar ratio of alkyl (meth) acrylate to amine fed to the reactor is between 1 and 2, preferably 1.05-1.15.

5. The method according to claim 1, characterized in that the catalyst is tetraalkyl titanate, which is subjected to preliminary activation.

6. The method according to claim 1, characterized in that the catalyst is used in an amount of from 0.1 to 10 wt.% In terms of the used (meth) acrylate.

7. The method according to claim 6, characterized in that the catalyst is used in an amount of from 0.2 to 7 wt.% In terms of the used (meth) acrylate.

8. The method according to claim 1, characterized in that a mixture of dioctyltin oxide and isopropyl titanate in a ratio of 2.5: 1 (wt.% / Wt.%), Activated at a temperature of from 90 to 120 ° C for time interval from 2 to 3 hours

9. The method according to claim 8, characterized in that the mixture of catalysts is used in an amount of from 0.1 to 10 wt.% In terms of the (meth) acrylate used.

10. The method according to claim 1, characterized in that phenothiazine, tert-butyl pyrocatechol, hydroquinone monomethyl ether, hydroquinone or a mixture thereof are used as a polymerization inhibitor, the amount of inhibitor being between 10 and 5000 ppm. in terms of the reaction mixture.

11. The method according to claim 10, characterized in that oxygen is additionally used as a polymerization inhibitor.

12. The method according to claim 1, characterized in that dimethylaminopropylamine is preferably used as an amine.

13. The method according to claim 1, characterized in that the pressure in the first distillation column (3) is from 2 to 500 mbar.

14. The method according to claim 1, characterized in that the residence time in the reactor is from 0.5 to 3 hours

15. The method according to one of claims 1 to 14, characterized in that the evaporator (5) is a film evaporator.

16. The monomer according to claim 1 with a content of a substance forming cross-links less than 600 ppm, which can be obtained by the method according to one of claims 1 to 15.