Production method of unsaturated (poly)alkylene glycol ether monomer and production method of (poly)alkylene glycol chain-containing polymer

• US 8,754,264 B2
• Filed: 04/04/2008
• Issued: 06/17/2014
• Est. Priority Date: 04/05/2007
• Status: Active Grant

• Current Assignee: Nippon Shokubai Company Limited
• Original Assignee: Nippon Shokubai Company Limited
• Inventors: Yuasa, Tsutomu, Matsuda, Yuko, Itayama, Naohiko, Nagano, Hideaki
• Primary Examiner(s): KEYS, ROSALYND ANN
• Application Number:
  US12/594,397
• Publication Number:
  US 20100130793A1
• Time in Patent Office: 2,265 Days
• Field of Search: 568/687
• US Class Current: 568/687
• CPC Class Codes: C08F 216/125 Monomers containing two or more unsaturated aliphatic radicals, e.g. trimethylolpropane triallyl ether or pentaerythritol triallyl ether
• CPC Class Codes: C08F 220/06 Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
• CPC Class Codes: C08G 65/2609 containing aliphatic hydroxyl groups

Abstract

To provide a production method of a (poly)alkylene glycol chain-containing polymer which can be preferably used in various applications such as an admixture for cement and which can exhibit extremely high dispersibility to a cement composition. The unsaturated (poly)alkylene glycol ether monomer of the present invention is an unsaturated (poly)alkylene glycol ether monomer production method for producing an unsaturated (poly)alkylene glycol ether monomer by addition reaction of an alkylene oxide on an unsaturated alcohol, wherein the production method includes a step of carrying out addition reaction under condition of existence of 0.01 to 25 parts by mass of an unsaturated (poly)alkylene glycol diether monomer to 100 parts by mass of the unsaturated alcohol, and a (poly)alkylene glycol chain-containing polymer production method, wherein a monomer component including an unsaturated (poly)alkylene glycol ether monomer produced by the production method.

Claims

1. A (poly)alkylene glycol chain-containing polymer composition, comprising a polyalkylene glycol chain-containing polymer and an isomer of an unsaturated polyalkylene glycol ether monomer, wherein said isomer is defined by the following formula (6):

B²—

O—

(R¹O)_n²—

R³ 

 

(6)

wherein, B² is an organic group defined by the following general formula;

2. A method for producing the polymer composition of claim 1, which comprises polymerizing an unsaturated (poly)alkylene glycol ether monomer produced by a production method by addition reaction of an alkylene oxide on an unsaturated alcohol, wherein the production method comprises carrying out the addition reaction under condition of existence of 0.001 to 25 parts by mass of an unsaturated (poly)alkylene glycol diether monomer to 100 parts by mass of the unsaturated alcohol.

3. An admixture for cement, comprising the (poly)alkylene glycol chain-containing polymer contained in the (poly)alkylene glycol chain-containing polymer composition of claim 1.

4. The (poly)alkylene glycol chain-containing polymer composition according to claim 1, wherein n² is a numeral of 75 to 300 and c is a numeral of 75 to 300.

5. The (poly)alkylene glycol chain-containing polymer composition according to claim 1, wherein n² is a numeral of 100 to 300 and c is a numeral of 100 to 300.

6. The (poly)alkylene glycol chain-containing polymer composition according to claim 1, wherein the unsaturated polyalkylene glycol ether monomer and isomer thereof are represented by the following formulas (14) and (15), respectively,

CH₂═

C(CH)₃CH₂—

O—

(R¹O)_n50—

R³ 

 

(1)

(CH₃)₂C═

CH—

O—

(R¹O)_t50—

R³ 

 

(15);

wherein R¹O may be the same or different and denotes an oxyalkylene group having 2 to 18 carbon;

R³ denotes a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms atoms; and

each of n50 and t50 denotes an average addition mole number of the oxyalkylene group and is a numeral of 50 to 300.

7. The (poly)alkylene glycol chain-containing polymer composition according to claim 1, wherein the content of the polyalkylene glycol is 1 to 40% by mass in the unsaturated (poly)alkylene glycol ether monomer.

8. The (poly)alkylene glycol chain-containing polymer composition according to claim 1, wherein the content of the polyalkylene glycol is 2 to 30% by mass in the unsaturated (poly)alkylene glycol ether monomer.