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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1251290Generated: November 4, 2026

Toluene → L-lactide epsilon-caprolactone

https://huagongshe.com/reaction/1251290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant1-DecanolHCID 8174—
Reactant2-ethylhexanoic acid tin(II) saltHCID 9318—
Reactantepsilon-CAPROLACTONEHCID 10401—
ReactantLactide, L-HCID 107983—
ProductL-lactide epsilon-caprolactoneHCID 131710947—

Reaction Conditions

Temperature135 °C

Reaction Steps

Using a similar reaction and polymerization set-up as in Example 10, caprolactone (86.96 g, 0.7628 mole) is first polymerized in the presence of decyl alcohol (1.61 ml, 8.421×10−mole) and stannous octoate as 0.2M solution in toluene (2.11 ml., 4.21×10−4 mole) at 170° C. until 50% conversion is achieved (to be determined by a combination of NMR and GPC analysis in control runs). At this point, the temperature of the reaction mixture is lowered to 135° C. and l-lactide (1110.4 g, 7.7112 mole) is added. After the monomer melts, the temperature is maintained at 135° C. for 72 hours- the reaction mixture is stirred until it solidifies. At the conclusion of this period, the polymer is allowed to cool. The polymer is then isolated, ground, and purified as in Example 10. The anticipated inherent viscosity is about 1.55 dl/g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06342065B1
Source datasetuspto-grants-2002_01
ORD IDord-0d7e645398e44190862834cf82c5deeb
Source noteuspto-grants-2002_01