Method for manufacturing biodegradable copolymer by split-injecting aromatic dicarboxylic acid compound
There is provided a method of preparation for a biodegradable co-polyester, the method including: forming an oligomer through a primary esterification reaction between a hydroxy group of an aliphatic dihydroxy compound and a carboxylic group of an aliphatic dicarboxylic acid compound; performing a secondary esterification reaction between the formed oligomer and an aromatic dicarboxylic acid compound; and performing a polycondensation reaction in a vacuum, in which sequentially divided addition of the aromatic dicarboxylic acid compound is performed and the weight ratio of the aromatic dicarboxylic acid compound with respect to the oligomer for each time of the sequentially divided addition is from 2:8 to 5:5. The method efficiently increases a solubility of aromatic dicarboxylic acid, thereby increasing a reaction rate and reducing a side reaction.
1. A method of preparation for a biodegradable co-polyester, the method comprising:
forming an oligomer through a primary esterification reaction between an aliphatic dihydroxy compound and an aliphatic dicarboxylic acid compound;
performing a secondary esterification reaction between the formed oligomer and an aromatic dicarboxylic acid compound; and
performing a polycondensation reaction in a vacuum,
wherein sequentially divided addition of the aromatic dicarboxylic acid compound is performed and the weight ratio of the aromatic dicarboxylic acid compound with respect to the oligomer for each time of the sequentially divided addition is from 2:8 to 5:5.
2. The method of claim 1 , wherein the sequentially divided addition is two-time to six-time divided addition.
3. The method of claim 1 , wherein the aromatic dicarboxylic acid compound is added at the same ratio for each time of the sequentially divided addition.
4. The method of claim 1 , wherein the aliphatic dihydroxy compound is selected from the group consisting of 1,2-ethanediol, 1,3-propanediol, 1,2-butanediol, 1,6-hexanediol, 1,4-hexanediol, 1,4-butanediol, neopentyl glycol, isosorbide, and combinations thereof.
5. The method of claim 1 , wherein instead of the aliphatic dihydroxy compound, a cycloaliphatic dihydroxy compound selected from 1,4-cyclohexanediol or 1,4-cyclohexanedimethanol is used.
6. The method of claim 1 , wherein the aliphatic dicarboxylic acid compound is a compound represented by the following Chemical Formula 1, or an anhydride or derivative thereof:
HOOC—(CH 2 ) n —COOH [Chemical Formula 1]
(where n is 2 to 12.)
7. The method of claim 1 , wherein the aromatic dicarboxylic acid compound includes one or more kinds selected from the group consisting of phthalic acid (PA), phthalic anhydride, isophthalic acid (IPA), terephthalic acid (PTA), and naphthalene-2,6-dicarboxylic acid.
8. The method of claim 1 , wherein the primary esterification reaction is first performed at a temperature ranging from 160° C. to 220° C. and the secondary esterification reaction is performed in sequence at a temperature ranging from 210° C. to 260° C.
9. The method of claim 1 , wherein the polycondensation reaction is performed at a temperature ranging from 220° C. to 260° C. and a vacuum level of less than 2 torr for 40 minutes to 300 minutes.
10. The method of claim 9 , further comprising adding and allowing a chain extender to react after the polycondensation reaction.
11. The method of claim 1 , further comprising adding and allowing a branching agent to react during the preparation for the biodegradable co-polyester.