Polymer comprising unsaturated ester units and pharmaceutical and comsetic compositions thereof
A polymer and composition technology, applied in cosmetics, cosmetic preparations, toiletry preparations, etc., can solve problems not mentioned in the application
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Embodiment 1
[0034] Example 1 - including C 18∶1 Synthetic materials of copolymers of diacid and 1,4-butanediol as monomers:
[0035] 9-Octadecene-1,18-dioic acid (C18:1 DCA) supplied by Unichema, 91.66 g. 1,4-Butanediol supplied by Fluka, 26.35g.
[0036] Immobilized Candida antarctica B lipase, SP 435 (Novo Nordisk, Denmark), 400 mg.
[0037] reaction:
[0038] In a 150 ml glass reaction vessel the substrate was heated to 60°C and stirred at 200 r.p.m. with an overhead stirrer fitted with Teflon paddles. The dicarboxylic acid is melted and dissolved in butanediol, and then the immobilized lipase preparation is added to start the reaction. After 24 hours of reaction, the pressure in the upper part of the reactor was reduced to 50 mbar by connecting a vacuum pump. The water formed during the reaction is then removed under vacuum to force the chemical equilibrium to shift toward ester formation and increase the molecular weight of the polyester product. After a further 24 hours under ...
Embodiment 2
[0048] Glycerol was used instead of butanediol monomer and 1,3-specific lipase from Rhizomucor miehei (Lipozyme supplied by Novo Nordisk, Denmark) was used. An uncrosslinked polyester containing pendant hydroxyl groups is formed.
[0049] Material:
[0050] 9-Octadecene-1,18-dioic acid supplied by Unichema, 50.0 g.
[0051] Glycerol, 99%, supplied by Aldrich, 14.7g.
[0052] Distilled water, 645 μl.
[0053] Immobilized Rhizomucor miehei lipase (Lipozyme IM60), 2.0 g.
[0054] reaction:
[0055] The reaction was carried out as described in Example 1, but using an initial vacuum of 100 mbar. This vacuum was gradually reduced to 50 mbar and finally to 11 mbar during the reaction. After 4 days the reaction was stopped and the catalyst was removed by suction filtration at 80°C. The resulting polyester was a translucent viscous liquid. The Mw (PEG-standard) was 4600, the polydispersity was 3.3 and the acid number was 33.1.
Embodiment 3
[0057] Material:
[0058] Mixed medium chain monounsaturated dicarboxylic acids, 25.00 g.
[0059] [Composition, main peak in gas chromatography: C6:0 DCA-1.2%, C8:0 DCA-7.2%, C10:0 DCA-16%, C10:0 DCA-5.0%, C12:2 DCA-0.5%, C12:1 DCA-38.0%, C12:0 DCA-4.6%, C14:2 DCA-2.9%, C14:1 DCA-18.7%, prepared by the fermentation method disclosed in WO 94 / 07837. ]
[0060] 1,4-Butanediol supplied by Fluka, 10.01 g.
[0061] Immobilized Candida antarctica B lipase, SP435, supplied by Novo Nordisk, 1.00 g.
[0062] reaction:
[0063] The reaction was carried out as in Example 1, but a reaction temperature of 70° C. was used and vacuum (100 mbar) was not applied to remove condensate from the reaction vessel until the end of the reaction after 6 days. The product was isolated by suction filtration at 70° C. to give a yellow oil with an acid number of 71.6, a Mw of 4800 and a polydispersity of 3.5.
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