IP Library Granted Patent US 11,802,104
Granted Patent B2
US 11,802,104 · App. 17/599,614 · Granted Oct 31, 2023

Method for preparation of acetoacetylated polyols

Inventors: Masaki Nakajima (Basel, CH); Anja Bierstedt (Visp, CH); Leo Schmid (Ried-Brig, CH); Maximilian Kuehnle (Rheinfelden, CH); Ulrich Mayerhoeffer (Visp, CH); Ellen Klegraf (Naters, CH)
Assignee: ARXADA AG
C07C67/46C07C69/72
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Quick Facts
Patent No.
US 11,802,104
App. No.
17/599,614
Granted
Oct 31, 2023
Kind
B2
Abstract

The invention discloses a method for preparation of an acetoacetylated polyol by reaction of a polyol with deketene in the presence of a base and in the absence of a solvent.

Claims (24)

1. A method for preparation of an acetoacetylated polyol, the method comprises a reaction REAC1, wherein a polyol is reacted with diketene;

REAC1 is done in the presence of a base BAS1;

BAS1 is DABCO or DMAP;

REAC1 is done in the absence of a solvent.

2. The method according to claim 1 , wherein

only the three components polyol, BAS1 and diketene are used for and are charged for REAC1, and no other compounds are used for or are charged for or are present in REAL 1.

3. The method according to claim 1 , wherein

the polyol is a compound of formula (I);

R1(OH) m1   (I)

R1 is selected from the group consisting of C 1-12 alkane, C 1-12 alkene, C 1-12 alkyne, C 5-12 cycloalkane, C 6-12 cycloalkene, C 8-12 di- and tricycloalkane, C 8-12 di- and tricycloalkene, and mixtures thereof;

wherein 1, 2 or 3 of any of the CH 2 group can be exchanged for O;

m1 is 2, 3, 4, 5 or 6.

4. The method according to claim 3 , wherein

R1 is selected from the group consisting of C 1-12 alkane, C 1-12 alkene, Ci-12 alkyne, C 5-12 cycloalkane, C 8-12 di- and tricycloalkane, and mixtures thereof.

5. The method according to claim 1 , wherein

the polyol is selected from the group consisting of di- and trimethylene glycol, ethylene glycol, di-, tri- and tetraethylene glycol, 1,2- and 1,3-propanediol, di- and tripropylene glycol, 1,2-, 1,3-, 1,4-, 2,3-, 2,4- and 3,4-butanediol, pentanediol, pentylglycol, neopentyl glycol, glycerol, isosorbide, hexanediol, hexylene glycol, trimethylpentanediol, tricyclo[5.2.1.0 2,6 ]decane-4,8-dimethanol, 1,2-, 1,3- and 1,4-cyclohexanedimethanol, 2,4-butyne-1,4-diol, 2,5-dimethyl-3-hexyne-2,5-diol, trimethylolethane, trimethylolpropane, sorbitol, pentaerythritol, and mixtures thereof.

6. The method according to claim 1 , wherein

the polyol is selected from the group consisting of ethylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, tricyclo[5.2.1.0 2,6 ]decane-4,8-dimethanol, 1,4-cyclohexanedimethanol and trimethylolpropane, and mixtures thereof.

7. The method according to claim 1 , wherein

the polyol is selected from ethylene glycol and trimethylolpropane, and a mixture thereof.

8. The method according to claim 1 , wherein

BAS1 is DABCO.

9. The method according to claim 1 , wherein

in REAC1 the diketene is charged to a mixture of polyol with BAS1.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: NAKAJIMA, MASAKI; BIERSTEDT, ANJA; SCHMID, LEO; KUEHNLE, MAXIMILIAN; MAYERHOEFFER, ULRICH; KLEGRAF, ELLEN
To: ARXADA AG
Reel/Frame 059889/0879 →
CHANGE OF NAME Recorded Dec 4, 2021
From: LONZA SOLUTIONS AG
To: ARXADA AG
Reel/Frame 058414/0403 →