Polymer suitable as a thickener

Patent metadata

Field	Value
Publication number	US-11377553-B2
Application number	US-201816604742-A
Country	US
Kind code	B2
Filing date	Apr 12, 2018
Priority date	Apr 13, 2017
Publication date	Jul 5, 2022
Grant date	Jul 5, 2022

Abstract

The invention relates to polymer comprising structural units according to formula (I), R1—X—(C═O)—NH—R2—NH—(C═O)—O—POA-R3—(O—POA-R4)n wherein R1 represents an organic group terminated by a hydrocarbyl group having 6 to 50 carbon atoms, X represents O or N—R5, wherein R5 represents a hydrogen atom or a hydrocarbyl group having 1 to 30 carbon atoms, R2 represents an aliphatic hydrocarbyl group having 4 to 40 carbon atoms, POA represents a polyoxyalkylene group, R3 represents an organic group having 2 to 40 carbon atoms, n is an integer from 1 to 6, R4 is independently selected from —(C═O)—NH—R2—NH—(C═O)—X—R1, —(C═O)—NH—R1, —R6, wherein R6 represents a hydrogen atom or an aliphatic or aromatic group having 1 to 24 carbon atoms, and wherein the polymer has an average of at least 1.8 end groups R1 per molecule, a number average molecular weight in the range of 2000 to 100000 Daltons, a polydispersity in the range of 1.0 to 5.0, wherein the quotient of the polydispersity divided by (n+1) is less than 1.0, with the proviso that the polymer is not the reaction product of a) the mono-adduct of isophorone diisocyanate with 1-dodecanol and b) a polyether based on glycerol and a mixture of ethylene oxide and propylene oxide with an OH number of 18 mg KOH/g.

First claim

The invention claimed is:

1. A process for preparing a polymer, the process comprising reacting a compound of formula
R 1 —X—(C═O)—NH—R 2 —NCO(II)

and a compound of formula
HO—POA-R 3 —(O—POA-R 4 ) n (III),

wherein
R 1 represents an organic group terminated by a hydrocarbyl group having 6 to 50 carbon atoms,
X represents O or N—R 5 , wherein R 5 represents a hydrogen atom or a hydrocarbyl group having 1 to 30 carbon atoms,
R 2 represents an aliphatic hydrocarbyl group having 4 to 40 carbon atoms,
POA represents a polyoxyalkylene group,
R 3 represents an organic group having 2 to 40 carbon atoms,
n is an integer from 1 to 6,
R 4 is independently selected from
—(C═O)—NH—R 2 —NH—(C═O)—X—R 1 ,
—(C═O)—NH—R 1 ,
—R 6 , wherein R 6 represents a hydrogen atom or an aliphatic or aromatic group having 1 to 24 carbon atoms; and
the polymer comprising structural units according to formula (I),

R 1 —X—(C═O)—NH—R 2 —NH—(C═O)—O—POA-R 3 —(O—POA-R 4 ) n
wherein the polymer has an average of at least 1.8 end groups R 1 per molecule, a number average molecular weight in the range of 2000 to 100000 g/mol (Daltons),
a polydispersity in the range of 1.0 to 5.0, wherein a quotient of the polydispersity divided by (n+1) is less than 1.0,
with the proviso that the polymer is not the reaction product of a) the mono-adduct of isophorone diisocyanate with 1-dodecanol and b) a polyether based on glycerol and a mixture of ethylene oxide and propylene oxide with an OH number of 18 mg KOH/g.

2. The process according to claim 1 , wherein the compound of formula (II) is obtained by reacting a diisocyanate of formula OCN—R 2 —NCO (IV) and a compound of formula R 1 —XH (V).

3. The process according to claim 2 , wherein the isocyanate groups of the diisocyanate of formula (IV) differ in reactivity towards the compound of formula (V).

4. The process according to claim 1 , wherein X is O.

5. The process according to claim 1 , wherein at least one R 1 represents a polyoxyalkylene group terminated by a hydrocarbyl group having 6 to 50 carbon atoms.

6. The process according to claim 1 , wherein at least one R 1 represents a hydrocarbyl group having 6 to 30 carbon atoms.

7. The process according to claim 1 , wherein the polyoxyalkylene group comprises repeating units including one or more of —[C 2 H 4 —O]— and —[C 3 H 6 —O]—.

Assignees

• Byk Chemie Gmbh

Inventors

• Bernert Dominika
• Nagelsdiek René
• Steinmetz Alan L
• Adams Justin
• Zody George M
• Huff Wesley A
• Leutfeld Daniela

Classifications

• C08G18/283

  Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds · CPC title

• C09D7/43

  Thickening agents · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C08G18/227 Primary

  of antimony, bismuth or arsenic · CPC title

• C08G18/282

  Alkanols, cycloalkanols or arylalkanols including terpenealcohols · CPC title