JPH02628A - Lactone polymer of narrow molecular weight distribution and its production - Google Patents
Lactone polymer of narrow molecular weight distribution and its productionInfo
- Publication number
- JPH02628A JPH02628A JP63304471A JP30447188A JPH02628A JP H02628 A JPH02628 A JP H02628A JP 63304471 A JP63304471 A JP 63304471A JP 30447188 A JP30447188 A JP 30447188A JP H02628 A JPH02628 A JP H02628A
- Authority
- JP
- Japan
- Prior art keywords
- molecular weight
- lactone
- lactone polymer
- weight distribution
- polymer
- 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.)
- Granted
Links
- 150000002596 lactones Chemical class 0.000 title claims abstract description 21
- 229920000642 polymer Polymers 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 150000004820 halides Chemical class 0.000 claims abstract description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 abstract description 7
- 239000003054 catalyst Substances 0.000 abstract description 5
- 238000007142 ring opening reaction Methods 0.000 abstract description 3
- 229910021626 Tin(II) chloride Inorganic materials 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 235000011150 stannous chloride Nutrition 0.000 abstract 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- 239000003973 paint Substances 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- KZMAWJRXKGLWGS-UHFFFAOYSA-N 2-chloro-n-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-n-(3-methoxypropyl)acetamide Chemical compound S1C(N(C(=O)CCl)CCCOC)=NC(C=2C=CC(OC)=CC=2)=C1 KZMAWJRXKGLWGS-UHFFFAOYSA-N 0.000 description 1
- XXCRXPYEAMCJKH-UHFFFAOYSA-N 3,3,4-trimethyloxepan-2-one Chemical compound CC1CCCOC(=O)C1(C)C XXCRXPYEAMCJKH-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920002334 Spandex Polymers 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 229920006311 Urethane elastomer Polymers 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- -1 cyclic lactones Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- XXROGKLTLUQVRX-UHFFFAOYSA-N hydroxymethylethylene Natural products OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004759 spandex Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、ラクトン重合体、詳しくは分子量分布の狭い
ラクトン重合体およびその製造法に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a lactone polymer, particularly a lactone polymer with a narrow molecular weight distribution, and a method for producing the same.
分子量が５００〜５．０００のラクトン重合体はポリウ
レタン、塗料等の原料として非常に有用なものである。Lactone polymers having a molecular weight of 500 to 5,000 are very useful as raw materials for polyurethanes, paints, and the like.
しかし、従来の分子量が５００〜５．０００のラクトン
重合体は、分子量分布が広く重量平均分子量／数平均分
子量が２．５〜３．５ もあり、実用上程々の問題があ
った。However, conventional lactone polymers having a molecular weight of 500 to 5,000 have a wide molecular weight distribution and a weight average molecular weight/number average molecular weight of 2.5 to 3.5, which poses some practical problems.
本発明者は、ゲルパーミェーションクロマトグラフィー
（以下ＧＰＣと称す）により、従来のラクトン重合体の
分子量分布を研究し、その分子量分布を適正に調整する
ならば、実用上非常にすぐれた特性を与えるラクトン重
合体が得られることを見い出し、本発明を完成するに至
った。The present inventor studied the molecular weight distribution of conventional lactone polymers using gel permeation chromatography (hereinafter referred to as GPC), and found that if the molecular weight distribution is properly adjusted, it will have very excellent properties in practical use. The present inventors have discovered that a lactone polymer can be obtained that provides the following properties, and have completed the present invention.
すなわち、本発明は重量平均分子量／数平均分子量が２
．０以下であり、分子量が５００〜５．０００である分
子量分布の狭いラクトン重合体およびその製造法に関す
る。That is, in the present invention, the weight average molecular weight/number average molecular weight is 2.
．． The present invention relates to a lactone polymer having a narrow molecular weight distribution of 0 or less and a molecular weight of 500 to 5.000, and a method for producing the same.
本発明でいうラクトン重合体は、ε−カプロラクトンを
活性水素を有する開始剤の存在下に開環重合したもので
ある。またε−カプロラクトン以外にもトリメチルカプ
ロラクトンやバレロラクトンのような他の環状ラクトン
を一部併用することもできる。開始剤としては、ジオー
ル、トリオールなどの多価アルコールや多価アミンが利
用できる。ジオールとしては、エチレングリコール、ジ
エチレングリコール、１．４ブチレングリコール、１．
６−ヘキサンシオーノベネオペンチルグリコールなどが
例示され、トリオールとしては、トリメチロールプロパ
ンなどが例示できる。その他の多価アルコールとして、
アクリルポリオーノベスチレンアリルアルコール共重合
体、ポリエステルポリオール等の水酸基を有する高分子
量樹脂も利用できる。多価アミンとしてはエチレンジア
ミン、ジエチレントリアミン、エタノールアミン、さら
には芳香族ポリアミン等も利用できる。The lactone polymer referred to in the present invention is obtained by ring-opening polymerization of ε-caprolactone in the presence of an initiator having active hydrogen. In addition to ε-caprolactone, other cyclic lactones such as trimethylcaprolactone and valerolactone can also be partially used in combination. As the initiator, polyhydric alcohols and polyhydric amines such as diols and triols can be used. Examples of diols include ethylene glycol, diethylene glycol, 1.4-butylene glycol, 1.
Examples include 6-hexanecyonobenopentyl glycol, and examples of the triol include trimethylolpropane. As other polyhydric alcohols,
High molecular weight resins having hydroxyl groups such as acrylic polyonovestyrene allyl alcohol copolymer and polyester polyol can also be used. As the polyvalent amine, ethylenediamine, diethylenetriamine, ethanolamine, aromatic polyamine, etc. can also be used.
本発明でいう分子量とは、ラクトン重合体の水酸基価を
測定し、次式により求めた値である。The molecular weight in the present invention is a value determined by measuring the hydroxyl value of a lactone polymer and using the following formula.
水酸基価はＪＩＳ Ｋ−１５５７の６．４に準じて測定
する。The hydroxyl value is measured according to JIS K-1557 6.4.
Ｎは開始剤の官能基数である。N is the number of functional groups of the initiator.
本発明のラクトン重合体の分子量は５００〜５．０００
である。The molecular weight of the lactone polymer of the present invention is 500 to 5.000.
It is.
以上述べたことから理解できるように、所定の分子量を
得るための重合開始剤の使用量は上記計算式によって定
義できる。As can be understood from the above description, the amount of polymerization initiator used to obtain a predetermined molecular weight can be defined by the above calculation formula.
又、分子量分布を示す重世平均分子蚤と数平均分子量の
比（Ｍ、／県）は、ＧＰＣにより求める。In addition, the ratio of the average molecular weight to the number average molecular weight (M, / prefecture), which indicates the molecular weight distribution, is determined by GPC.
装 置 島津製作所のＬＣ−３Ａ
溶媒 テトラヒドロフラン １ｍ／ｍｉｎ温度室 温
検出器 昭和電工の５ｈｏｄｅｘ ＲＩ ５Ｅ−１１本
発明のラクトン重合体の重量平均分子量／数平均分子量
は１．１以上２．０以下である。Apparatus LC-3A manufactured by Shimadzu Corporation Solvent Tetrahydrofuran 1 m/min temperature room Temperature detector 5hodex RI 5E-11 manufactured by Showa Denko The weight average molecular weight/number average molecular weight of the lactone polymer of the present invention is 1.1 or more and 2.0 or less. be.
次に本発明の重合体の製造法について説明する。Next, a method for producing the polymer of the present invention will be explained.
本発明の製造法においては、塩素、ブロム、ヨウ素等の
ハロゲン化第１スズを触媒として用いる。触媒量として
は、ε−カプロラクトンの総重量に対して０．１〜５０
ｐｐｍである。ｏ、 ｌｐｐｍ未満では、重合は進行せ
ず、５Ｑｐｐｍより多くでは、分子１分布の狭い重合体
を得ることは困難となる。反応温度は、一般には１００
〜２３０℃、好ましくは１２０〜１９０ ℃である。In the production method of the present invention, stannous halides such as chlorine, bromine, and iodine are used as catalysts. The amount of catalyst is 0.1 to 50% based on the total weight of ε-caprolactone.
It is ppm. If the amount is less than 0,1 ppm, polymerization will not proceed, and if it is more than 5 Q ppm, it will be difficult to obtain a polymer with a narrow molecule 1 distribution. The reaction temperature is generally 100
-230°C, preferably 120-190°C.
これに対して、従来公知の触媒ＴＢＴ （テトラブチ
ルチタネート）は、開環付加重合はもちろんのこと、エ
ステル交換反応にも寄与するため、分子量分布の広いも
のができてしまう。In contrast, the conventionally known catalyst TBT (tetrabutyl titanate) contributes not only to ring-opening addition polymerization but also to transesterification reactions, resulting in products with a wide molecular weight distribution.
本発明からなるラクトン重合体は、従来品に比べ、分子
量分布が狭く、かつ粘度も低く、融点も若干低いという
特長をもつものである。The lactone polymer of the present invention is characterized by a narrower molecular weight distribution, lower viscosity, and slightly lower melting point than conventional products.
本発明からなるラクトン重合体は、分子量分布が狭いた
め、ウレタンエラストマー、ウレタン接着剤、ウレタン
塗料等、ポリウレタンの原料として非常に有用なもので
ある。Since the lactone polymer of the present invention has a narrow molecular weight distribution, it is very useful as a raw material for polyurethanes such as urethane elastomers, urethane adhesives, and urethane paints.
例えば、スパンデックスの分野に用いれば、弾性回復改
良がすぐれたものを提供することができる。また、二液
型ウレタン塗料のポリオール成分としてハイソリッド塗
料を提供することができる。For example, when used in the field of spandex, it can provide excellent elastic recovery improvement. Further, a high solid paint can be provided as a polyol component of a two-component urethane paint.
実施例１〜４及び比較例１〜３
〈分子量２０００の場合〉
１βの三ツロセパラブルフラスコにε−カプロラクトン
９６９ｇ （８，５モル）、エチレングリコール３１
ｇ （０，５モル）及び触媒を所定量を加え、温度計、
コンデンサー、窒素ガス吹込み配管を取付け、窒素ガス
雰囲気で所定温度で反応した。Examples 1 to 4 and Comparative Examples 1 to 3 <For molecular weight 2000> 969 g (8.5 mol) of ε-caprolactone and 31 mol of ethylene glycol were placed in a 1β three-tube separable flask.
g (0.5 mol) and a specified amount of catalyst, and a thermometer,
A condenser and nitrogen gas injection piping were installed, and the reaction was carried out at a specified temperature in a nitrogen gas atmosphere.
反応終了はガスクロマトグラフィーでε−カプロラクト
ンを測定し０．５％以下になった時点で冷却し、取り出
し製品とした。At the end of the reaction, ε-caprolactone was measured by gas chromatography, and when it became 0.5% or less, it was cooled and taken out as a product.
実施例５及び比較例４
〈分子量１２５０の場合〉
上記に準する。但しε−カプロラクトン５９４ｇ（５，
２モル）エチレングリコール３１ ｇ （０，５モル）
を仕込んだ。Example 5 and Comparative Example 4 <In the case of molecular weight 1250> Same as above. However, ε-caprolactone 594g (5,
2 mol) ethylene glycol 31 g (0.5 mol)
I prepared it.
Claims (1)
あり、分子量が５００〜５，０００である分子量分布の
狭いラクトン重合体。 ２ 塩素、ブロム、ヨウ素等のハロゲン化第１スズ０．
１〜５０ｐｐｍの存在下にラクトンを開環重合して、重
量平均分子量／数平均分子量が１．１〜２．０であり、
分子量が５００〜５，０００であるラクトン重合体を製
造することを特徴とするラクトン重合体の製造法。[Scope of Claims] 1. A lactone polymer with a narrow molecular weight distribution having a weight average molecular weight/number average molecular weight of 1.1 to 2.0 and a molecular weight of 500 to 5,000. 2. Stannous halides such as chlorine, bromine, iodine, etc.0.
Ring-opening polymerization of lactone is carried out in the presence of 1 to 50 ppm, and the weight average molecular weight/number average molecular weight is 1.1 to 2.0,
A method for producing a lactone polymer, comprising producing a lactone polymer having a molecular weight of 500 to 5,000.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63304471A JPH02628A (en) | 1988-12-01 | 1988-12-01 | Lactone polymer of narrow molecular weight distribution and its production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63304471A JPH02628A (en) | 1988-12-01 | 1988-12-01 | Lactone polymer of narrow molecular weight distribution and its production |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02628A true JPH02628A (en) | 1990-01-05 |
| JPH0356251B2 JPH0356251B2 (en) | 1991-08-27 |
Family
ID=17933419
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63304471A Granted JPH02628A (en) | 1988-12-01 | 1988-12-01 | Lactone polymer of narrow molecular weight distribution and its production |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02628A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993001222A1 (en) * | 1991-07-03 | 1993-01-21 | Kanebo, Ltd. | Thermoplastic polyurethane elastomer, method and device for manufacture thereof, and elastic fiber made therefrom |
| US6008312A (en) * | 1995-12-01 | 1999-12-28 | Hokushin Corp | Method for producing millable polyurethanes and polyurethane elastomers |
| US6103852A (en) * | 1995-12-01 | 2000-08-15 | Hokushin Corporation | Method for preparing amorphous polymer chains in elastomers |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0783009B1 (en) | 1995-12-01 | 2005-01-26 | Hokushin Corporation | Method for producing millable polyurethanes and polyurethane elastomers |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53145899A (en) * | 1977-05-23 | 1978-12-19 | American Cyanamid Co | Manufacture of absorptive lactide polyester copolymer for surgical products |
-
1988
- 1988-12-01 JP JP63304471A patent/JPH02628A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53145899A (en) * | 1977-05-23 | 1978-12-19 | American Cyanamid Co | Manufacture of absorptive lactide polyester copolymer for surgical products |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993001222A1 (en) * | 1991-07-03 | 1993-01-21 | Kanebo, Ltd. | Thermoplastic polyurethane elastomer, method and device for manufacture thereof, and elastic fiber made therefrom |
| US5391682A (en) * | 1991-07-03 | 1995-02-21 | Kanebo, Ltd. | Thermoplastic polyurethane elastomer, process for producing same, apparatus producing same and elastomer fibers made from same |
| CN1038037C (en) * | 1991-07-03 | 1998-04-15 | 钟纺株式会社 | Thermalplastic polyurethane elastomer, process and equipment of preparation thereof and elastic fiber obtained therefrom |
| US6008312A (en) * | 1995-12-01 | 1999-12-28 | Hokushin Corp | Method for producing millable polyurethanes and polyurethane elastomers |
| US6103852A (en) * | 1995-12-01 | 2000-08-15 | Hokushin Corporation | Method for preparing amorphous polymer chains in elastomers |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0356251B2 (en) | 1991-08-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Kricheldorf et al. | Macrocycles 2. Living macrocyclic polymerization of ε‐caprolactone with 2, 2‐dibutyl‐2‐stanna‐1, 3‐dioxepane as initiator | |
| Sheth et al. | Influence of system variables on the morphological and dynamic mechanical behavior of polydimethylsiloxane based segmented polyurethane and polyurea copolymers: a comparative perspective | |
| Schmidt et al. | Synthesis and characterization of model polyisoprene− polylactide diblock copolymers | |
| Burgath et al. | Multi‐arm star block copolymers based on ε‐caprolactone with hyperbranched polyglycerol core | |
| Darensbourg | Switchable catalytic processes involving the copolymerization of epoxides and carbon dioxide for the preparation of block polymers | |
| Hilf et al. | Controlled Synthesis of Multi‐Arm Star Polyether–Polycarbonate Polyols Based on Propylene Oxide and CO2 | |
| Appel et al. | Toward biodegradable nanogel star polymers via organocatalytic ROP | |
| Hsu et al. | Synthesis of polyethercarbonate from carbon dioxide and cyclohexene oxide by yttrium–metal coordination catalyst | |
| WO2002031023A1 (en) | Copolymer comprising alkylene carbonate and method of preparing same | |
| Yu et al. | Preparation and characterization of biodegradable poly (lactic acid)‐block‐poly (ε‐caprolactone) multiblock copolymer | |
| EP3583144B1 (en) | Triblock copolymers | |
| Bhaw‐Luximon et al. | Polymerization of ε‐Caprolactone and its Copolymerization with γ‐Butyrolactone using Metal Complexes | |
| JPH02628A (en) | Lactone polymer of narrow molecular weight distribution and its production | |
| KR101693546B1 (en) | Poly lactic acid based biodegradable resin composition with good processability and flexibility and biodegradable film prepared therefrom | |
| Lundmark et al. | Polymerization of oxepan-2, 7-dione in solution and synthesis of block copolymers of oxepan-2, 7-dione and 2-oxepanone | |
| Singh et al. | Synthesis, characterization and surface properties of poly (lactic acid)–perfluoropolyether block copolymers | |
| CN105566618A (en) | Modified poly(butylene succinate) and preparation method thereof | |
| AU2008329853A1 (en) | Copolymers comprising a trimethylene carbonate and poly(trimethylene ether) glycols | |
| Timbart et al. | Novel Biodegradable Copolyesters Containing Blocks of Poly (3‐hydroxyoctanoate) and Poly (ε‐caprolactone): Synthesis and Characterization | |
| JP5530490B2 (en) | Transparent copolyester, method for preparing transparent copolyester, and article comprising transparent copolyester | |
| CN109320699B (en) | Thermoplastic aliphatic-aromatic copolyester elastomer and preparation method thereof | |
| Fossum et al. | Polysilane-Poly (ferrocenylsilane) random copolymers | |
| JPS63286431A (en) | Polyamide-imide elastomer and production thereof | |
| Jin et al. | Synthesis of Poly (L-lactide-co-serine) and Its Graft Copolymers with Poly (ethylene glycol) | |
| Deshayes et al. | Novel Polyesteramide‐Based Diblock Copolymers: Synthesis by Ring‐Opening Copolymerization and Characterization |