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JP2011084737A5 - - Google Patents

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JP2011084737A5
JP2011084737A5 JP2010206490A JP2010206490A JP2011084737A5 JP 2011084737 A5 JP2011084737 A5 JP 2011084737A5 JP 2010206490 A JP2010206490 A JP 2010206490A JP 2010206490 A JP2010206490 A JP 2010206490A JP 2011084737 A5 JP2011084737 A5 JP 2011084737A5
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polyester resin
dicarboxylic acid
reaction
compound
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JP5598194B2 (en
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[比較例7]
実施例8における3つ以上の官能基を有する化合物(C)(ポリオキシプロピレントリメチロールプロパン)の添加量を0.5gに変更し、重縮合反応時間を230分間に変更したこと以外は、実施例8と同様に行い、ポリエステル樹脂を得た。
[比較例8]
比較例7における3つ以上の官能基を有する化合物(C)をトリメチロールプロパンに変更し、重縮合反応時間を250分間に変更したこと以外は、比較例7と同様に行い、ポリエステル樹脂を得た。
[Comparative Example 7]
Except that the addition amount of the compound (C) having three or more functional groups (polyoxypropylene trimethylolpropane) in Example 8 was changed to 0.5 g, and the polycondensation reaction time was changed to 230 minutes. In the same manner as in Example 8, a polyester resin was obtained.
[Comparative Example 8]
A polyester resin was obtained in the same manner as in Comparative Example 7, except that the compound (C) having three or more functional groups in Comparative Example 7 was changed to trimethylolpropane and the polycondensation reaction time was changed to 250 minutes. It was.

Claims (9)

ジカルボン酸からなるジカルボン酸成分(A−1)とジオール成分(B)とのエステル化反応またはジカルボン酸のエステル形成誘導体からなるジカルボン酸成分(A−2)とジオール成分(B)とのエステル交換反応、およびそれに続く重縮合反応を行うことによりポリエステル樹脂を製造する方法において、生成するポリエステル樹脂100重量部に対し、3つ以上の官能基を有する化合物(C)0.1〜2.0重量部を、ポリエステル樹脂製造過程で添加し、前記3つ以上の官能基を有する化合物(C)が、3つ以上の官能基を有する多官能性化合物であって、前記官能基を有する末端構造の少なくとも一つが、次式(2)
Figure 2011084737
[(式中、Rは、炭素数1〜15の炭化水素基を表し、nは、1〜10の整数で繰り返し単位を表し、Xは、水酸基、アルデヒド基、カルボン酸基、スルホ基、アミノ基、グリシジル基、イソシアネート基、カルボジイミド基、オキサゾリン基、オキサジン基、エステル基、アミド基、シラノール基およびシリルエーテル基から選択される少なくとも1種の官能基を表す。]で示される構造の化合物であり、前記エステル化反応またはエステル交換反応の反応触媒として、チタン化合物(D−1)および/またはスズ化合物(D−2)を使用することを特徴とするポリエステル樹脂の製造法。
Esterification reaction of dicarboxylic acid component (A-1) composed of dicarboxylic acid and diol component (B) or transesterification of dicarboxylic acid component (A-2) composed of ester-forming derivative of dicarboxylic acid and diol component (B) In the method for producing a polyester resin by performing the reaction and the subsequent polycondensation reaction, 0.1 to 2.0 weights of the compound (C) having three or more functional groups with respect to 100 weight parts of the produced polyester resin In the polyester resin production process, the compound (C) having three or more functional groups is a polyfunctional compound having three or more functional groups, and has a terminal structure having the functional groups. At least one of the following formula (2)
Figure 2011084737
[In the formula, R represents a hydrocarbon group having 1 to 15 carbon atoms, n represents an integer of 1 to 10 and represents a repeating unit, and X represents a hydroxyl group, an aldehyde group, a carboxylic acid group, a sulfo group, an amino group. And a glycidyl group, an isocyanate group, a carbodiimide group, an oxazoline group, an oxazine group, an ester group, an amide group, a silanol group, and a silyl ether group. A method for producing a polyester resin comprising using a titanium compound (D-1) and / or a tin compound (D-2) as a reaction catalyst for the esterification reaction or transesterification reaction.
3つ以上の官能基を有する化合物(C)が、3つ以上の官能基を有する多官能性化合物であって、前記官能基を有する末端構造の少なくとも一つが、次式(1)The compound (C) having three or more functional groups is a polyfunctional compound having three or more functional groups, and at least one of the terminal structures having the functional group is represented by the following formula (1)
Figure 2011084737
Figure 2011084737
(式中、Rは、炭素数1〜15の炭化水素基を表し、nは、1〜10の整数で繰り返し単位を表す。)で示される構造の化合物である請求項1記載のポリエステル樹脂の製造法。2. The polyester resin according to claim 1, wherein R represents a hydrocarbon group having 1 to 15 carbon atoms, and n is an integer of 1 to 10 and represents a repeating unit. Manufacturing method.
3つ以上の官能基を有する化合物(C)が、25℃における粘度が100m・Pa以上15000m・Pa以下である請求項1または2記載のポリエステル樹脂の製造法。The method for producing a polyester resin according to claim 1 or 2, wherein the compound (C) having three or more functional groups has a viscosity at 25 ° C of from 100 m · Pa to 15000 m · Pa. ジカルボン酸成分(A−1)が、テレフタル酸を主成分とする芳香族ジカルボン酸であることを特徴とする請求項1〜3のいずれかに記載のポリエステル樹脂の製造法。The method for producing a polyester resin according to any one of claims 1 to 3, wherein the dicarboxylic acid component (A-1) is an aromatic dicarboxylic acid containing terephthalic acid as a main component. ジオール成分(B)が、1,4−ブタンジオールを主成分とする脂肪族ジオールであることを特徴とする請求項1〜4のいずれかに記載のポリエステル樹脂の製造法。The method for producing a polyester resin according to any one of claims 1 to 4, wherein the diol component (B) is an aliphatic diol mainly composed of 1,4-butanediol. エステル化反応またはエステル交換反応を、ジオール成分(B)と、ジカルボン酸成分(A−1)またはジカルボン酸成分(A−2)のモル比((B)/(A−1)または(B)/(A−2))を、1.1〜2.0の範囲で行うことを特徴とする請求項1〜5のいずれかに記載のポリエステル樹脂の製造法。   The esterification reaction or transesterification reaction is carried out by subjecting the diol component (B) to the dicarboxylic acid component (A-1) or dicarboxylic acid component (A-2) molar ratio ((B) / (A-1) or (B). / (A-2)) is performed in the range of 1.1-2.0, The manufacturing method of the polyester resin in any one of Claims 1-5 characterized by the above-mentioned. 3つ以上の官能基を有する化合物(C)を、エステル化反応またはエステル交換反応の開始時に、ジカルボン酸成分(A−1)またはジカルボン酸成分(A−2)とジオール成分(B)を混合したところに添加することを特徴とする請求項1〜6のいずれかに記載のポリエステル樹脂の製造法。Compound (C) having three or more functional groups is mixed with dicarboxylic acid component (A-1) or dicarboxylic acid component (A-2) and diol component (B) at the start of esterification reaction or transesterification reaction. The method for producing a polyester resin according to claim 1, wherein the polyester resin is added to the place. エステル化反応またはエステル交換反応を、圧力13.3〜79.9kPaの減圧下で行うことを特徴とする請求項1〜7のいずれかに記載のポリエステル樹脂の製造法。The method for producing a polyester resin according to any one of claims 1 to 7, wherein the esterification reaction or the transesterification reaction is performed under a reduced pressure of 13.3 to 79.9 kPa. エステル化反応またはエステル交換反応において、ジオール成分(B)を前記エステル化反応またはエステル交換反応の開始後、重縮合反応の開始までの段階で追加添加することを特徴とする請求項1〜8のいずれかに記載のポリエステル樹脂の製造法。9. The esterification reaction or transesterification reaction, wherein the diol component (B) is additionally added at a stage from the start of the esterification reaction or transesterification reaction to the start of the polycondensation reaction. The manufacturing method of the polyester resin in any one.
JP2010206490A 2009-09-18 2010-09-15 Production method of polyester resin Expired - Fee Related JP5598194B2 (en)

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JP2011084737A5 true JP2011084737A5 (en) 2013-09-12
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KR101406909B1 (en) 2011-05-13 2014-06-13 신동하 Method of manufacturing biodegradable polyester resin
KR101406908B1 (en) * 2011-05-13 2014-06-13 신동하 Method of manufacturing biodegradable polyester resin
ES2670944T3 (en) 2011-07-21 2018-06-04 Croda International Plc Branched polyether polyamide block copolymers and methods of preparing and using them
JP5729220B2 (en) * 2011-08-30 2015-06-03 三菱化学株式会社 Polyester manufacturing method
JP7297492B2 (en) * 2019-03-27 2023-06-26 東レ株式会社 Method for producing polybutylene terephthalate copolymer

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JPH0658541B2 (en) * 1984-10-29 1994-08-03 花王株式会社 Electrophotographic developer composition
JPS61163928A (en) * 1985-01-14 1986-07-24 Toray Ind Inc Production of polybutylene terephthalate polymer
JPH06263854A (en) * 1993-03-11 1994-09-20 Toray Ind Inc Polyester resin for toner binder

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