69039-85-6 synthesis

Yield:-

Reaction Conditions:

Stage #1: trimethyleneglycol;trifluorormethanesulfonic acid at 180;Inert atmosphere;
Stage #2: with XUS ion exchange resin at 105;Inert atmosphere;

Steps:

Preparation of Polytrimethylene Glycol Having Number Average Molecular Weight 250:12 kg of renewably sourced PDO monomer was added to a 20 L glass reactor equipped with a condenser and an agitator, purged with N₂ at the rate 3 L/min. 0.1 wt. % of trifilic acid (trifluoromethanesulfonic acid) was added into the reactor and the mixture was heated up to 180° C. with agitation set to 200 RPM to allow the acid-catalyzed polycondensation to proceed. The reaction volatiles were condensed in the condenser and the crude polymer product was retained in the reactor. Crude polymer samples were taken periodically for color and molecular weight analysis. Once the desired Mn was achieved, the polymerization was terminated by turning the heat down. An antioxidant, BHT (about 200 ppm) was added to the crude polymer and neutralization was conducted by treating the crude polymer with XUS ion exchange resin in 2 stages. The first stage, the crude polymer was mixed with about 2 wt. % of the ion exchange resin at a temperature of about 105° C. for about 1 hour. In the second stage, an additional 2 wt. % of the ion exchange resin was added to the crude polymer and further mixed for additional 3 hours. Neutralization was conducted under sub-surface nitrogen sparging of 5 L/min and a mixing of 200 RPM. The product was filtered to remove the ion exchange resin. Filtration occurred at 60° C. Once the product was free of solids, it was dried by heating it to about 95° C., with sub-surface nitrogen sparging of about 10 L/min and mixing of 150 RPM.

References:

US2011/224307,2011,A1 Location in patent:Page/Page column 7