JPH0368624A - Polyester - Google Patents
PolyesterInfo
- Publication number
- JPH0368624A JPH0368624A JP20441089A JP20441089A JPH0368624A JP H0368624 A JPH0368624 A JP H0368624A JP 20441089 A JP20441089 A JP 20441089A JP 20441089 A JP20441089 A JP 20441089A JP H0368624 A JPH0368624 A JP H0368624A
- Authority
- JP
- Japan
- Prior art keywords
- polyester
- formula
- group
- anhydride
- present
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 22
- -1 cyclic acid anhydride Chemical class 0.000 claims abstract description 10
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 3
- 125000000962 organic group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 abstract description 12
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract description 7
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract description 7
- 239000002904 solvent Substances 0.000 abstract description 7
- 239000004840 adhesive resin Substances 0.000 abstract description 6
- 229920006223 adhesive resin Polymers 0.000 abstract description 6
- 239000003607 modifier Substances 0.000 abstract description 5
- 239000011347 resin Substances 0.000 abstract description 4
- 229920005989 resin Polymers 0.000 abstract description 4
- 239000000853 adhesive Substances 0.000 abstract description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract description 2
- 239000004014 plasticizer Substances 0.000 abstract description 2
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 239000000314 lubricant Substances 0.000 abstract 1
- 230000003381 solubilizing effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 9
- 238000000034 method Methods 0.000 description 5
- PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000006082 mold release agent Substances 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- KNDQHSIWLOJIGP-RNGGSSJXSA-N (3ar,4r,7s,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound C1[C@@H]2[C@@H]3C(=O)OC(=O)[C@@H]3[C@H]1C=C2 KNDQHSIWLOJIGP-RNGGSSJXSA-N 0.000 description 1
- BBBUAWSVILPJLL-UHFFFAOYSA-N 2-(2-ethylhexoxymethyl)oxirane Chemical compound CCCCC(CC)COCC1CO1 BBBUAWSVILPJLL-UHFFFAOYSA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- PWEKCCPUQNOPFO-UHFFFAOYSA-N 2-oxaspiro[3.3]heptane-1,3-dione Chemical compound O=C1OC(=O)C11CCC1 PWEKCCPUQNOPFO-UHFFFAOYSA-N 0.000 description 1
- AZYTZQYCOBXDGY-UHFFFAOYSA-N 2-pyrrolidin-1-ylpyridine Chemical compound C1CCCN1C1=CC=CC=N1 AZYTZQYCOBXDGY-UHFFFAOYSA-N 0.000 description 1
- WADSJYLPJPTMLN-UHFFFAOYSA-N 3-(cycloundecen-1-yl)-1,2-diazacycloundec-2-ene Chemical compound C1CCCCCCCCC=C1C1=NNCCCCCCCC1 WADSJYLPJPTMLN-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- IDVDAZFXGGNIDQ-UHFFFAOYSA-N benzo[e][2]benzofuran-1,3-dione Chemical compound C1=CC2=CC=CC=C2C2=C1C(=O)OC2=O IDVDAZFXGGNIDQ-UHFFFAOYSA-N 0.000 description 1
- IZJDCINIYIMFGX-UHFFFAOYSA-N benzo[f][2]benzofuran-1,3-dione Chemical compound C1=CC=C2C=C3C(=O)OC(=O)C3=CC2=C1 IZJDCINIYIMFGX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000002425 furfuryl group Chemical group C(C1=CC=CO1)* 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011346 highly viscous material Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は新規なポリエステル、特に長鎖の側鎖を有する
ポリエステルに関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to novel polyesters, particularly polyesters having long side chains.
（従来の技術）
ポリエステルの改質を行う場合、構ｔｊ、成分を変更す
ること、共重合成分を導入すること等にまり主鎖の構造
を変える方法がある。また、適当な方法によりポリエス
テルに側鎖を導入し、他樹脂との相溶性の改良、溶媒に
対する溶解性の制御、界面移行性の付与、また溶融時粘
度の制御等を果すことが可能である。(Prior Art) When modifying polyester, there are methods of changing the structure of the main chain, such as changing the structure, changing the components, and introducing a copolymer component. In addition, by introducing side chains into polyester by an appropriate method, it is possible to improve compatibility with other resins, control solubility in solvents, impart interfacial migration properties, and control viscosity when melted. .
［問題を解決する為の手段］
そこで本発明者らは、ポリエステルの改質を果す為に長
鎖の側鎖を有するポリエステルを見出した。[Means for Solving the Problem] Therefore, the present inventors discovered a polyester having a long side chain in order to modify the polyester.
即ち、本発明は、下記一般式（Ｉ）で表わされる繰り返
し単位からなり、対数粘度にηｉｎｈ＞０．１であるポ
リエステルに関するものである。That is, the present invention relates to a polyester consisting of repeating units represented by the following general formula (I) and having a logarithmic viscosity of ηinh>0.1.
以下、本発明の詳細な説明する。The present invention will be explained in detail below.
本発明において、一般式（Ｉ）中のＲＩを形成しうる環
状酸無水物としては、無水フタル酸、無水マレイン酸、
無水コハク酸、無水ピロメリット酸、１．２．シクロブ
タンジカルボン酸無水物、１．２−シクロヘキサンジカ
ルボン酸無水物、テトラヒドロフタル酸側水物、１．２
．３．４−シクロペンタンテトラカルボン酸二無水物、
無水エンデイック酸、ｌ、２−ナフタレンジカルボン酸
無水物、２．３−ナフタレンジカルボン酸無水物、無水
グルタル酸等及びこれらの置換体が挙げられる。このう
ち最も好ましいものは無水フタル酸である。また、これ
ら環状酸無水物は、単独もしくは二種以上組合せて用い
ることができる。In the present invention, examples of the cyclic acid anhydride that can form RI in general formula (I) include phthalic anhydride, maleic anhydride,
Succinic anhydride, pyromellitic anhydride, 1.2. Cyclobutanedicarboxylic anhydride, 1.2-cyclohexanedicarboxylic anhydride, tetrahydrophthalic acid hydrate, 1.2
．． 3.4-cyclopentanetetracarboxylic dianhydride,
Examples include endic anhydride, 1,2-naphthalene dicarboxylic anhydride, 2,3-naphthalene dicarboxylic anhydride, glutaric anhydride, and substituted products thereof. Among these, the most preferred is phthalic anhydride. Further, these cyclic acid anhydrides can be used alone or in combination of two or more.
本発明において、Ｒ２は一価の有機基であるが、具体的
には炭素数８から３０までの鎖状又は環状炭化水素基、
アルキルオキシ基、アルキルオキシメチレン基、アルキ
ルカルボニルオキシ基、アルキルカルボニルオキシメチ
レン基、ポリアルキレンエーテル基、もしくはフリル基
、フルフリル基、ピロリル基、ピリジル基、モルホリノ
基なとのへテロ原子を含む官能基を含む有機基、
などフッ素を除くハロゲンを含む有機基などが挙げられ
る。ここでフッ素原子を含む有機基を用いると、例えば
接着性樹脂に使用した場合、接着性が不十分となるので
、好ましくない。In the present invention, R2 is a monovalent organic group, specifically a chain or cyclic hydrocarbon group having 8 to 30 carbon atoms,
A functional group containing a heteroatom such as an alkyloxy group, an alkyloxymethylene group, an alkylcarbonyloxy group, an alkylcarbonyloxymethylene group, a polyalkylene ether group, or a furyl, furfuryl, pyrrolyl, pyridyl, or morpholino group. and organic groups containing halogens excluding fluorine. If an organic group containing a fluorine atom is used here, for example, when used in an adhesive resin, adhesiveness will be insufficient, which is not preferable.
特に好ましくは炭素数ｌ０以上の炭化水素基が用いられ
る。Particularly preferably, a hydrocarbon group having 10 or more carbon atoms is used.
本発明におけるポリエステルの対数粘度ｒｌｉｎｈは、
０．１以上、好ましくは０６２以上である。対数粘度が
０．１未満では、相溶化効果が減少し、また例えば接着
性樹脂に用いた場合、接着強度が不十分となるので好ま
しくない。尚、本発明においてｒｌｉｎｈはフェノール
ｌテトラクロロエタン＝１／１（重量比）中、３０’Ｃ
で測定した値であり、次の式により求められる。The logarithmic viscosity rlinh of the polyester in the present invention is
It is 0.1 or more, preferably 062 or more. If the logarithmic viscosity is less than 0.1, the compatibilizing effect will be reduced, and when used, for example, in an adhesive resin, the adhesive strength will be insufficient, which is not preferable. In the present invention, rlinh is 30'C in phenol/tetrachloroethane=1/1 (weight ratio).
This is the value measured by the following formula.
Ｑｉｎｈ＝ ｅｎ ｒ′ｒｅｌ
本発明のポリエステルは、上記環状酸無水物と下記一般
式（ＩＩ）で表わされるモノエポキシ化合物とを反応さ
せて得ることができる。Qinh= en r'rel The polyester of the present invention can be obtained by reacting the above cyclic acid anhydride with a monoepoxy compound represented by the following general formula (II).
■
（Ｒは前記一般式（Ｉ）と同じものを示す。）この様な
エポキシ化合物としては、
などで表わされるアルキルグリシジルエーテル類、
また
などで表わされる様なアルキルモノエポキシ化合物、
また、
などで表わされるポリアルキレンオキシグリシジルエー
テル類、
また、
Ｈ２ＣＨ３
などで表わされる芳香族グリシジルエーテル類、また、
などのへテロ原子を含むエポキシ化合物などが挙げられ
る。(R represents the same thing as in the general formula (I) above.) Examples of such epoxy compounds include alkyl glycidyl ethers represented by, etc., alkyl monoepoxy compounds represented by, etc. Examples include polyalkylene oxyglycidyl ethers represented by the following formulas, aromatic glycidyl ethers represented by H2CH3, and epoxy compounds containing heteroatoms such as the following.
これらは単独もしくは、２種以上組み合わせて用いるこ
とができる。These can be used alone or in combination of two or more.
本発明のポリエステルは主として上記一般式（Ｉ）で表
わされる繰り返し単位からなるものであるが、本発明の
主旨を損なわない範囲において、少量の他の構成単位を
含有してもよい。Although the polyester of the present invention mainly consists of repeating units represented by the above general formula (I), it may contain small amounts of other structural units as long as the gist of the present invention is not impaired.
本発明のポリエステルの合成は、溶液重合、溶融重合、
等公知の方法によって製造できる。環状酸無水物とモノ
エポキシ化合物のモル比は通常０．９０〜１．１０の範
囲で反応させる。この反応には、通常触媒を用いるが、
好ましくは、三級アミン類から選ばれる一種以上の化合
物が用いられる。その様な化合物としては、トリエチル
アミン、トリブチルアミン、トリエチレンジアミン、ジ
メチルアミノピリジン、ジアザビシクロウンデセン、ピ
ロリジノピリジン、Ｎ−メチルモルホリン、などが挙げ
られる。The synthesis of the polyester of the present invention includes solution polymerization, melt polymerization,
It can be manufactured by a known method. The molar ratio of the cyclic acid anhydride to the monoepoxy compound is usually in the range of 0.90 to 1.10. This reaction usually uses a catalyst, but
Preferably, one or more compounds selected from tertiary amines are used. Such compounds include triethylamine, tributylamine, triethylenediamine, dimethylaminopyridine, diazabicycloundecene, pyrrolidinopyridine, N-methylmorpholine, and the like.
触媒の添加量は、環状酸無水物にたいして、通常０．０
１モル％から１０モル％の範囲で用いられる。The amount of catalyst added is usually 0.0 based on the cyclic acid anhydride.
It is used in a range of 1 mol% to 10 mol%.
本発明のポリエステルは、長鎖の側鎖の導入により溶媒
への溶解性が向上し、他樹脂との相溶性も改良される。The polyester of the present invention has improved solubility in solvents and compatibility with other resins due to the introduction of long side chains.
その様なことから、本発明によるポリエステルは高分子
改質剤、高分子可塑剤、表面改質剤、接着性樹脂、離型
剤等に使用できる。For this reason, the polyester according to the present invention can be used as a polymer modifier, a polymer plasticizer, a surface modifier, an adhesive resin, a mold release agent, and the like.
又、公知の方法により、フィルム、シート、その他の各
種成形品にも成形し利用できる。In addition, it can be molded into films, sheets, and other various molded products using known methods.
（実施例）
以下、実施例により本発明を更に詳細に説明するが、本
発明は、その要旨を逸脱しない限りこれら実施例に限定
されるものではない。(Examples) Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples unless it deviates from the gist thereof.
実施例１゜
攪拌翼、窒素導入口などを設けた重合管に、２０．０ｇ
（０，１３５モル）の無水フタル酸と２７．３ｇの長鎖
アルキル基（Ｃ１４と０１２の混合）を有するモノエポ
キシ化合物ＡＯＥＸ−２４（商品名：ダイセル化学社製
）及び０．６７ｇのジメチルアミノピリジンを仕込み、
９０℃で３時間、１２０℃で５時間反応させた。Example 1゜20.0g was placed in a polymerization tube equipped with stirring blades, nitrogen inlet, etc.
(0,135 mol) of phthalic anhydride, 27.3 g of monoepoxy compound AOEX-24 (trade name: manufactured by Daicel Chemical Industries, Ltd.) having long chain alkyl groups (mixture of C14 and 012), and 0.67 g of dimethylamino Prepare pyridine,
The reaction was carried out at 90°C for 3 hours and at 120°C for 5 hours.
得られた重合体は室温で透明な高粘稠物質で、ｒ１ｉｎ
ｈ＝０．２１ｄｌ／ｇ（溶媒：フェノールｌテトラクロ
ルエタン＝５０１５０（重量比）、３０℃）であった。The resulting polymer is a highly viscous material that is transparent at room temperature and
h=0.21 dl/g (solvent: phenol/tetrachloroethane=50150 (weight ratio), 30°C).
またこのものの赤外吸収スペクトル及びＩＨＮＭＲスペ
クトルをそれぞれ第１図、第２図に示した。The infrared absorption spectrum and IHNMR spectrum of this product are shown in FIGS. 1 and 2, respectively.
実施例２
ジメチルアミノピリジンの仕込み量を０．３３ｇにした
他は実施例１と全く同様の操作を行ったところ、室温で
固体の透明な重合体が得られた。Example 2 The same operation as in Example 1 was performed except that the amount of dimethylaminopyridine charged was 0.33 g, and a transparent polymer that was solid at room temperature was obtained.
ｒ１ｉｎｈ＝ ０．５２ｄ１ｇ−１（条件は実施例１と
同様）であった。r1inh=0.52d1g-1 (conditions are the same as in Example 1).
実施例３
実施例１と同様の重合管に、２０．０ｇの無水フタル酸
と、３７．２ｇの長鎖アルキル基（０１６とＣ１８の混
合）を有するモノエポキシ化合物ＡＯＥＸ−６８（商品
名：ダイセル化学社製）及び０．３３ｇのジメチルアミ
ノピリジンを仕込み、９０℃で３時間、１２０℃で５時
間加熱したところ、室温で固体の透明な重合体を得た。Example 3 In a polymerization tube similar to Example 1, 20.0 g of phthalic anhydride and 37.2 g of a monoepoxy compound AOEX-68 (trade name: Daicel) having a long chain alkyl group (mixture of 016 and C18) were added. (manufactured by Kagaku Co., Ltd.) and 0.33 g of dimethylaminopyridine were charged and heated at 90°C for 3 hours and at 120°C for 5 hours to obtain a transparent polymer that was solid at room temperature.
ｒｌｉｎｈ ＝ ０．４９ｄ１ｇ’ （条件は実施例１
と同様）であった。rlinh = 0.49d1g' (conditions are as in Example 1)
).
実施例４
実施例１と同様の重合管に２０．０ｇの無水フタル酸と
、２５．２ｇの２−エチルへキシルグリシジルエーテル
及び０．１６ｇのジメチルアミノピリジンを仕込み、９
０℃で３時間、１２０℃で５時間加熱したところ、室温
で固体の透明な重合体を得た。この重合体はｒ１ｉｎｈ
＝ ０．４５ｄ１ｇ−’（条件は実施例１と同様）であ
った。Example 4 20.0 g of phthalic anhydride, 25.2 g of 2-ethylhexyl glycidyl ether, and 0.16 g of dimethylaminopyridine were charged into a polymerization tube similar to that of Example 1.
Heating at 0°C for 3 hours and at 120°C for 5 hours yielded a transparent polymer that was solid at room temperature. This polymer is r1inh
= 0.45d1g-' (conditions are the same as in Example 1).
比較例１
実施例１と同様の重合管に２０．０ｇの無水フタル酸を
、１７．６ｇのブチルグリシジルエーテル、及び０．３
３ｇのジメチルアミノピリジンを仕込み、９０℃で３時
間、１２０℃で５時間加熱したところ、室温で固体の重
合体を得た。この重合体のｒｌｉｎｈ ＝ ０．４５ｄ
１ｇ−’ （条件は実施例１と同様）であった。Comparative Example 1 In a polymerization tube similar to Example 1, 20.0 g of phthalic anhydride, 17.6 g of butyl glycidyl ether, and 0.3
3 g of dimethylaminopyridine was charged and heated at 90° C. for 3 hours and at 120° C. for 5 hours to obtain a polymer that was solid at room temperature. rlinh of this polymer = 0.45d
1 g-' (conditions were the same as in Example 1).
実施例１〜３、及び比較例１で得た重合体の各種溶媒へ
の溶解性（濃度５ｗｔ％、室温）を表１に示した。Table 1 shows the solubility of the polymers obtained in Examples 1 to 3 and Comparative Example 1 in various solvents (concentration 5 wt%, room temperature).
表１
○ 溶解、 △ 白濁、 × 溶解せずポリエ
ステル骨格中に長鎖の側鎖を導入することにより、溶媒
への溶解性を向上させ得ることがわかる。Table 1: ○ Dissolved, △ Cloudy, × Not dissolved It can be seen that the solubility in solvents can be improved by introducing long side chains into the polyester skeleton.
（発明の効果）
本発明のポリエステルは、長鎖の側鎖の導入により、溶
媒への溶解性が向上し、他樹脂との相溶性も改良される
ため、高分子改質剤、高分子可塑剤。(Effects of the Invention) By introducing long side chains, the polyester of the present invention improves solubility in solvents and improves compatibility with other resins. agent.
表面改質剤、接着性樹脂、離型剤等に使用できる。又、
公知の方法により、各種成形品にも成形しうる。Can be used as surface modifier, adhesive resin, mold release agent, etc. or,
It can also be molded into various molded products by known methods.
第１図は、実施例１で得られた本発明のボ１ノエステル
の赤外吸収スペクトル図である。
第２図は、実施例１で得られた本発明のボ１ノエステル
のＩＨＮＭＲスペクトル図である。FIG. 1 is an infrared absorption spectrum diagram of the bo1noester of the present invention obtained in Example 1. FIG. 2 is an IHNMR spectrum diagram of the bo1noester of the present invention obtained in Example 1.
Claims (1)
らなり、対数粘度にη＿ｉ＿ｎ＿ｈ￥＞￥０．１である
ポリエステル。 ▲数式、化学式、表等があります▼・・・・（ I ） Ｒ＾１は環状酸無水物から▲数式、化学式、表等があり
ます▼を除いた残基を表わす。 Ｒ＾２は炭素数８〜３０のフッ素原子を含まない一価の
有機基を表わす。(1) A polyester consisting of repeating units represented by the following general formula (I) and having a logarithmic viscosity of η_i_n_h\>\0.1. ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) R^1 represents the residue from the cyclic acid anhydride, excluding ▲There are mathematical formulas, chemical formulas, tables, etc.▼. R^2 represents a monovalent organic group having 8 to 30 carbon atoms and not containing a fluorine atom.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20441089A JPH0368624A (en) | 1989-08-07 | 1989-08-07 | Polyester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20441089A JPH0368624A (en) | 1989-08-07 | 1989-08-07 | Polyester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0368624A true JPH0368624A (en) | 1991-03-25 |
Family
ID=16490084
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20441089A Pending JPH0368624A (en) | 1989-08-07 | 1989-08-07 | Polyester |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0368624A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117736420A (en) * | 2024-02-05 | 2024-03-22 | 中山大学 | Long-branched polyester copolymer for plasticized polyvinyl chloride and preparation method thereof |
-
1989
- 1989-08-07 JP JP20441089A patent/JPH0368624A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117736420A (en) * | 2024-02-05 | 2024-03-22 | 中山大学 | Long-branched polyester copolymer for plasticized polyvinyl chloride and preparation method thereof |
| CN117736420B (en) * | 2024-02-05 | 2024-05-10 | 中山大学 | Long-branched polyester copolymer for plasticized polyvinyl chloride and preparation method thereof |
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