Concrete flow improvers and water reducers

Patent metadata

Field	Value
Publication number	US-11447579-B2
Application number	US-201816629358-A
Country	US
Kind code	B2
Filing date	Aug 1, 2018
Priority date	Aug 4, 2017
Publication date	Sep 20, 2022
Grant date	Sep 20, 2022

Abstract

The present invention relates to a process for preparing a poly(meth)acrylic acid, characterized in that a (meth)acrylic acid-containing process stream from (meth)acrolein synthesis is subjected to free-radical polymerization. The invention also relates to the esterification of the polymer obtained to give a homopolymer or copolymer ester, and to the use thereof as additive, flow improver and water reducer.

First claim

The invention claimed is:

1. A process for preparing a poly(meth)acrylic acid, the process comprising:
subjecting a process stream from (meth)acrolein synthesis containing between 8 and 50% by weight of (meth)acrylic acid, based on a total weight of the process stream, to free-radical polymerization in the presence of water formed in an oxidation reaction of the (meth)acrolein synthesis, thereby obtaining the poly(meth)acrylic acid.

2. The process according to claim 1 , further comprising:
subjecting the poly(meth)acrylic acid which is at least partially dissolved in water originating at least partially in the oxidation reaction of (meth)acrolein synthesis to further processing and/or functionalization, thereby obtaining a functionalized poly(meth)acrylic acid.

3. The process according to claim 2 , wherein the functionalization is performed and is at least a partial polymer-analogous esterification.

4. The process according to claim 1 , wherein
a. the process stream contains one or more compounds selected from the group consisting of formaldehyde, acetic acid, maleic acid, maleic anhydride, terephthalic acid, formic acid, benzoic acid, (meth)acrolein, allyl alcohol, protoanemonin or a structural isomer thereof, terephthaldehyde, lactic acid, lactide, diformylfuran, hydroxycinnamic acid or a structural isomer thereof or dihydropyrancarbaldehyde and optionally a condensation or addition product, and an ester thereof, and/or
b. the process stream contains a process stabilizer selected from the group consisting of a hydroquinone, a phenothiazine, a N-oxide-containing compound, and a combination thereof.

5. The process according to claim 1 , wherein the process stream is subjected to free-radical polymerization in the presence of at least one chain transfer agent, at least one free-radical initiator, and/or at least one reducing agent.

6. The process according to claim 1 , wherein the process stream contains

   8% to 40% by weight
(meth)acrylic acid,

0.01% to 20% by weight
formaldehyde, and

 0.1% to 10% by weight
each acetic acid and/or formic acid.

7. The process according to claim 1 , wherein the process stream comprises:

(meth)acrylic acid
8 to 35
% by weight,

formaldehyde
0.01 to 5.0
% by weight,

acetic acid
0 to 5.0
% by weight,

maleic anhydride
0 to 3.0
% by weight,

formic acid
0 to 5.0
% by weight,

benzoic acid
0 to 2.0
% by weight,

(meth)acrolein
0 to 2.0
% by weight,

allyl alcohol
0 to 0.5
% by weight,

hydroquinone
0 to 600
ppm by weight,

protoanemonin
0 to 1000
ppm by weight,

or a structural isomer thereof, and
water.

8. The process according to claim 1 , wherein the process stream contains an aldehyde or a hydrate thereof, and/or is subjected to a pretreatment.

9. The process according to claim 1 , wherein the poly(meth)acrylic acid obtained is esterified in the presence of at least one secondary component or at least one conversion product thereof, and the secondary component and/or the conversion product thereof are at least partly thermally removed in the esterification.

10. The process according to claim 9 , wherein the poly(meth)acrylic acid obtained is esterified with (methoxy)polyethylene glycol and/or with at least one alcohol having alkylene ether functionality.

11. The process according to claim 9 , wherein the esterification is conducted with exclusion of a catalyst and/or within a temperature ranging from 120 to 250° C.

12. The process according to claim 2 , wherein the poly(meth)acrylic acid and/or the functionalized poly(meth)acrylic acid are present at least partly in solution and/or formulated and/or isolated.

Assignees

• Roehm Gmbh

Inventors

• Krill Steffen
• Vorholz Johannes
• Weber Andreas
• Kaufmann Marita
• Wittkowski Andrea

Classifications

• C04B2103/34

  Flow improvers · CPC title

• C07C45/35

  in propene or isobutene · CPC title

• C04B24/2641

  Polyacrylates; Polymethacrylates · CPC title

• C08F220/06 Primary

  Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof · CPC title

• C07C47/22

  Acryaldehyde; Methacryaldehyde · CPC title