WO2016091147A1 - 一种粉末涂料用聚酯热熔胶及其制备方法 - Google Patents

一种粉末涂料用聚酯热熔胶及其制备方法 Download PDF

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WO2016091147A1
WO2016091147A1 PCT/CN2015/096615 CN2015096615W WO2016091147A1 WO 2016091147 A1 WO2016091147 A1 WO 2016091147A1 CN 2015096615 W CN2015096615 W CN 2015096615W WO 2016091147 A1 WO2016091147 A1 WO 2016091147A1
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acid
hot melt
mass
polyester hot
melt adhesive
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PCT/CN2015/096615
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English (en)
French (fr)
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李哲龙
朱万育
雷何记
曾作祥
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昆山天洋热熔胶有限公司
上海天洋热熔粘接材料股份有限公司
华东理工大学
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Publication of WO2016091147A1 publication Critical patent/WO2016091147A1/zh

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/181—Acids containing aromatic rings
    • C08G63/183—Terephthalic acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
    • C08K13/02—Organic and inorganic ingredients
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/34—Silicon-containing compounds
    • C08K3/36—Silica
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/03—Powdery paints

Definitions

  • the invention relates to a polyester hot melt adhesive for powder coating and a preparation method thereof, in particular to a polyester hot melt adhesive with high glossiness, powder coating and preparation method thereof.
  • Powder coating is a new solvent-free 100% solid coating, which is widely used in various industries because of its solvent-free, non-polluting, recyclable and environmentally friendly coatings.
  • Polyester hot melt adhesive is one of the powder coatings. Due to its good weather resistance, yellowing resistance, fullness of paint film and light color, it has good decorative properties and is widely used in refrigerators, washing machines and vacuum cleaners. , instrument housing, bicycles, furniture and other fields.
  • gloss is an important indicator for evaluating the performance of powder coatings.
  • the gloss of the polyester hot melt adhesive powder coating is related to the gloss of the polyester hot melt adhesive itself.
  • the polyester hot melt adhesive itself has high gloss, and the corresponding powder coating has high gloss.
  • the gloss of conventional polyester hot melt adhesive products on the market is about 40 Gu (measured according to GB/T 9754-2007), which cannot meet the specific market demand for high gloss requirements, and white carbon black can help to improve.
  • Product gloss but adding too much or too little will affect other properties of the product.
  • the object of the present invention is to solve the above technical problems, and to provide a polyester hot melt adhesive for powder coating and a preparation method thereof for effectively improving the base gloss of the polyester hot melt adhesive product.
  • a polyester hot melt adhesive for powder coating comprising: a mixture of terephthalic acid, isophthalic acid, adipic acid, dodecanoic acid and sebacic acid a carboxylic acid consisting of a mixture of 1,4-butanediol, neopentyl glycol and 1,6-hexanediol, and a catalyst, Antioxidant and silica, wherein the molar ratio of each component is:
  • glycol 1:1.40;
  • the above catalyst is tetrabutyl titanate, the mass of which is 0.04-0.06% of the total mass of the above dibasic acid;
  • the mass of the above antioxidant is 0.2-0.4% of the total mass of the above dibasic acid
  • the above-mentioned white carbon black has a mass of 0.1 to 0.5% of the total mass of the above dibasic acid.
  • the preparation method of the above polyester hot melt adhesive for powder coating comprises the following steps:
  • white carbon black may be simultaneously added in the above ratio to carry out a polycondensation reaction.
  • the polyester hot melt adhesive for powder coatings and the preparation method thereof according to the present invention the polyester hot melt adhesive products obtained by adding the white carbon black due to the specific formulation ratio thereof
  • the gloss can reach about 60 Gu; when adding a set amount of silica, the gloss of the prepared polyester hot melt adhesive can be increased to 70-80 Gu.
  • the temperature is gradually increased to 100 ° C and then the stirring is started.
  • the temperature is close to 180 ° C, water distillation begins, and the distillation temperature is 98-102 ° C.
  • the temperature is raised to about 220 ° C and the amount of water to be discharged reaches 97% of the theoretical value, the esterification reaction ends.
  • 0.7565g of antioxidant 168 was added to carry out the compression-reduction polymerization reaction, and the temperature was gradually increased to 255 ° C, and the temperature was gradually increased; the pressure in the reaction vessel was gradually reduced to 80 Pa, and maintained for 1.5 hours, and the polycondensation reaction was completed.
  • the nitrogen gas is passed through, the vacuum is released, and the hot water is discharged to the cold water to obtain a white rubber strip, which is then cut into rubber particles to obtain a product A1.
  • Example 2 On the basis of Example 1, 0.53 g of white carbon black was added, and it was selected to be added together with the antioxidant in the polycondensation reaction stage, and finally the product A2 was obtained.
  • the temperature is gradually increased to 100 ° C and then the stirring is started.
  • the temperature is close to 180 ° C, water distillation begins, and the distillation temperature is 98-102 ° C.
  • the temperature is raised to about 220 ° C, and the esterification reaction ends when the amount of water to be discharged reaches 97% of the theoretical value.
  • add 1.0340g of antioxidant carry out the compression-reduction polymerization reaction, gradually increase the temperature to 255 ° C, keep warm; the pressure in the reaction kettle is gradually reduced to 80Pa, and maintained for 1.5 hours, the polycondensation reaction can be completed. Passing nitrogen, releasing the vacuum, discharging hot to cold water, getting white
  • the strip is cut into rubber pellets to obtain product B1.
  • Example 3 On the basis of Example 3, 0.6 g of white carbon black was added, and it was selected to be added together with the antioxidant in the polycondensation reaction stage, and finally the product B2 was obtained.
  • the temperature is gradually increased to 100 ° C and then the stirring is started.
  • the temperature is close to 180 ° C, water distillation begins, and the distillation temperature is 98-102 ° C.
  • the temperature is raised to about 220 ° C, and the esterification reaction ends when the amount of water to be discharged reaches 97% of the theoretical value.
  • 0.9493 g of antioxidant 168 was added to carry out a compression-reduction polymerization reaction, and the temperature was gradually increased to 255 ° C, and the temperature was gradually increased; the pressure in the reaction vessel was gradually reduced to 80 Pa, and maintained for 1.5 hours, to complete the polycondensation reaction.
  • the nitrogen gas is passed through, the vacuum is released, and the hot water is discharged to the cold water to obtain a white rubber strip, which is then cut into rubber particles to obtain a product C1.
  • Example 5 On the basis of Example 5, 1.26 g of white carbon black was added, and it was selected to be added together with the antioxidant in the polycondensation reaction stage, and finally the product C2 was obtained.
  • the temperature is gradually increased to 100 ° C and then the stirring is started. When the temperature is close to 180 ° C, the reactor is opened. At the beginning, water is distilled off, the distillation temperature is 98-102 ° C, and the temperature is further raised to about 220 ° C. When the water output reaches 97% of the theoretical value, the esterification reaction ends. Further, 1.02 g of an antioxidant was added to carry out a compression-reduction polymerization reaction, and the temperature was gradually increased to 255 ° C, and the temperature was gradually increased; the pressure in the reaction vessel was gradually reduced to 80 Pa, and maintained for 1.5 hours, to complete the polycondensation reaction. The nitrogen gas is passed through, the vacuum is released, and the hot water is discharged to the cold water to obtain a white rubber strip, which is then cut into rubber particles to obtain a product D1.
  • Example 7 On the basis of Example 7, 1.506 g of white carbon black was added, and it was selected to be added together with the antioxidant in the polycondensation reaction stage, and finally the product D2 was obtained.
  • test method refers to GB/T 9754-2007, and the data in the above table are all tested under the 60° geometry.
  • the polyester hot melt adhesive for powder coatings proposed by the present invention and the preparation method thereof have the polyester hot melt adhesive products obtained by adding the white carbon black due to the specific formulation ratio thereof. It can reach about 60Gu; when adding a certain amount of silica, the gloss of the prepared polyester hot melt adhesive can be increased to 70-80Gu.
  • the gloss of the conventional polyester hot melt adhesive products on the market is about 40 Gu.
  • the gloss hot melt adhesive products obtained according to the invention have better gloss performance than the conventional polyester hot melt adhesive products on the market. Specific market needs.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

本发明公开了一种粉末涂料用聚酯热熔胶及其制备方法，特别是一种光泽度高的粉末涂料用聚酯热熔胶及其制备方法。本发明所提出的特定的配方，使得通过本发明制备的聚酯热熔胶的光泽度明显优于市场上常规产品，满足特定市场需求。

Description

一种粉末涂料用聚酯热熔胶及其制备方法 技术领域
本发明涉及一种粉末涂料用聚酯热熔胶及其制备方法，具体涉及一种光泽度高、粉末涂料用聚酯热熔胶及其制备方法。
背景技术
粉末涂料是一种新型的不含溶剂的100％固体涂料，因其具有无溶剂、无污染、可回收、环保等优点，广泛应用于各行业。聚酯热熔胶是粉末涂料中的一种，由于其具有良好的耐候性、耐黄变性以及漆膜丰满、颜色浅等特性，具有很好的装饰性，广泛应用于电冰箱、洗衣机、吸尘器、仪表外壳、自行车、家具等领域。
其中，光泽度是评价粉末涂料性能的一项重要指标。聚酯热熔胶粉末涂料的光泽度与聚酯热熔胶本身的光泽度有关，一般聚酯热熔胶本身的光泽度高，其相应的粉末涂料的光泽度也高。目前，市场上常规聚酯热熔胶产品的光泽度为40Gu左右(按照GB/T 9754-2007测定)，不能满足对光泽度要求较高的特定的市场需求，白炭黑倒是有助于提升产品光泽度，但加太多或太少则会影响产品的其他性能。
发明内容
本发明的目的，在于解决上述技术问题，提供一种粉末涂料用聚酯热熔胶及其制备方法，以有效提高聚酯热熔胶产品的基础光泽度。
本发明所采用的技术方案为：一种粉末涂料用聚酯热熔胶，包括：由对苯二甲酸、间苯二甲酸、己二酸、十二二酸和癸二酸的混合物组成的二元酸，由1,4-丁二醇、新戊二醇和1,6-己二醇的混合物组成的二元醇，以及催化剂、 抗氧剂和白炭黑，其中，各组分的摩尔比分别为：
上述二元酸：二元醇＝1:1.40；
上述对苯二甲酸：间苯二甲酸：己二酸：十二二酸：癸二酸＝1：0.20-0.25：0.10-0.15：0.30-0.45：0.20-0.30；
上述1,4-丁二醇：新戊二醇：1,6-己二醇＝1：0.20-0.40：0.40-0.70；
上述催化剂为钛酸四丁酯，其质量为上述二元酸总质量的0.04-0.06％；
上述抗氧剂的质量为上述二元酸总质量的0.2-0.4％；
上述白炭黑的质量为上述二元酸总质量的0.1-0.5％。
上述粉末涂料用聚酯热熔胶的制备方法，包括如下步骤：
(1)将二元酸、二元醇及催化剂按上述比例加入到酯化釜中进行酯化反应，反应温度为180℃-220℃，当酯化反应馏出水的量为理论出水量的97％以上时，酯化反应结束；
(2)将抗氧剂加入到到步骤(1)的产物中，在255-260℃、80-100Pa的条件下进行减压缩聚反应1.5h，聚合阶段完成；
(3)通氮气，解除真空，趁热出料至冷水中，得白色胶条，再切成胶粒，得粉末涂料用聚酯热熔胶；
上述步骤(2)聚合阶段中，还可按上述比例同时加入白炭黑，进行缩聚反应。
本发明的有益效果：本发明所提出的粉末涂料用聚酯热熔胶及其制备方法，由于其特定的配方比例，在未加入白炭黑时，所制得的聚酯热熔胶产品的光泽度能达到60Gu左右；在加入设定量的白炭黑时，所制得的聚酯热熔胶产品的光泽度能提升到70-80Gu。
具体实施方式
实施例1
将对苯二甲酸166g(1mol)、间苯二甲酸41.5g(0.25mol)、己二酸14.6g(0.10mol)，十二二酸80.5g(0.35mol)，癸二酸50.5g(0.25mol)，1,4-丁二醇135g(1.5mol)，新戊二醇54.6g(0.525mol)，1,6-己二醇83.19g(0.705mol)，钛酸四丁酯0.1816g，加入1L反应釜内。该反应釜装有搅拌、测温系统、精馏柱及回流冷凝管，逐步升温至100℃后开启搅拌，当温度接近180℃时，开始有水馏出，馏出温度98-102℃，继续升温至220℃左右，待出水量达理论值的97％以上时，酯化反应结束。再加入0.7565g抗氧剂168，进行减压缩聚反应，逐步提高温度至255℃，保温；反应釜内的压力逐渐减小至80Pa，并维持1.5小时，即可完成缩聚反应。通氮气，解除真空，趁热出料至冷水中，得白色胶条，再切成胶粒，得产品A1。
实施例2
在实施例1的基础上，增加白炭黑0.53g，选择在缩聚反应阶段与抗氧剂一起加入，最终得产品A2。
实施例3
将对苯二甲酸166g(1mol)，间苯二甲酸41.5g(0.25mol)，己二酸18.98g(0.13mol)，十二二酸69g(0.3mol)，癸二酸44.44g(0.22mol)，1,4-丁二醇126g(1.4mol)，新戊二醇29.12g(0.28mol)，1,6-己二醇115.64g(0.98mol)，钛酸四丁酯0.1477g，加入1L反应釜内。该反应釜装有搅拌、测温系统、精馏柱及回流冷凝管，逐步升温至100℃后开启搅拌，当温度接近180℃时，开始有水馏出，馏出温度98-102℃，继续升温至220℃左右，待出水量达理论值的97％以上时酯化反应结束。再加入1.0340g抗氧剂，进行减压缩聚反应，逐步提高温度至255℃，保温；反应釜内的压力逐渐减小至80Pa，并维持1.5小时，即可完成缩聚反应。通氮气，解除真空，趁热出料至冷水中，得白色 胶条，再切成胶粒，得产品B1。
实施例4
在实施例3的基础上，增加白炭黑0.6g，选择在缩聚反应阶段与抗氧剂一起加入，最终得产品B2。
实施例5
将对苯二甲酸166g(1mol)，间苯二甲酸36.52g(0.22mol)，己二酸21.9g(0.15mol)，十二二酸92g(0.4mol)，癸二酸60.6g(0.3mol)，1,4-丁二醇126g(1.4mol)，新戊二醇58.24g(0.56mol)，1,6-己二醇110.684g(0.938mol)，钛酸四丁酯0.1582g，加入1L反应釜内。该反应釜装有搅拌、测温系统、精馏柱及回流冷凝管，逐步升温至100℃后开启搅拌，当温度接近180℃时，开始有水馏出，馏出温度98-102℃，继续升温至220℃左右，待出水量达理论值的97％以上时酯化反应结束。再加入0.9493g抗氧剂168，进行减压缩聚反应，逐步提高温度至255℃，保温；反应釜内的压力逐渐减小至80Pa，并维持1.5小时，即可完成缩聚反应。通氮气，解除真空，趁热出料至冷水中，得白色胶条，再切成胶粒，得产品C1。
实施例6
在实施例5的基础上，增加白炭黑1.26g，选择在缩聚反应阶段与抗氧剂一起加入，最终得产品C2。
实施例7
将对苯二甲酸166g(1mol)，间苯二甲酸33.2g(0.2mol)，己二酸14.6g(0.1mol)，十二二酸87.4g(0.38mol)，癸二酸40.4g(0.2mol)，1,4-丁二醇144g(1.6mol)，新戊二醇40.768g(0.392mol)，1,6-己二醇75.52g(0.64mol)，钛酸四丁酯0.137g，加入1L反应釜内。该反应釜装有搅拌、测温系统、精馏柱及回流冷凝管，逐步升温至100℃后开启搅拌，当温度接近180℃时，开 始有水馏出，馏出温度98-102℃，继续升温至220℃左右，待出水量达理论值的97％以上时酯化反应结束。再加入1.02g抗氧剂，进行减压缩聚反应，逐步提高温度至255℃，保温；反应釜内的压力逐渐减小至80Pa，并维持1.5小时，即可完成缩聚反应。通氮气，解除真空，趁热出料至冷水中，得白色胶条，再切成胶粒，得产品D1。
实施例8
在实施例7的基础上，增加白炭黑1.506g，选择在缩聚反应阶段与抗氧剂一起加入，最终得产品D2。
性能测试
上述各实施例所得产品的光泽度测试结果如下表：
产品代号 光泽度(Gu) 产品代号 光泽度(Gu)
A1 58 A2 71
B1 61 B2 75
C1 62 C2 79
D1 60 D2 77
注：测试方法参考GB/T 9754-2007，上表中的数据均在60°几何条件下测试所得。
从上表中可知，本发明所提出的粉末涂料用聚酯热熔胶及其制备方法，由于其特定的配方比例，在未加入白炭黑时，所制得的聚酯热熔胶产品的能达到60Gu左右；在加入设定量的白炭黑时，所制得的聚酯热熔胶产品的光泽度能提升到70-80Gu。而市场上常规聚酯热熔胶产品的光泽度为40Gu左右，根据本发明分所制得的聚酯热熔胶产品，其光泽度性能明显优于市场上常规聚酯热熔胶产品，满足特定市场需求。

Claims (4)

  1. 一种粉末涂料用聚酯热熔胶，其特征在于：包括由对苯二甲酸、间苯二甲酸、己二酸、十二二酸和癸二酸的混合物组成的二元酸，由1,4-丁二醇、新戊二醇和1,6-己二醇的混合物组成的二元醇，以及催化剂和抗氧剂，其中，各组分的摩尔比分别为：
    所述二元酸：所述二元醇＝1:1.40；
    所述对苯二甲酸：间苯二甲酸：己二酸：十二二酸：癸二酸＝1：0.20-0.25：0.10-0.15：0.30-0.45：0.20-0.30；
    所述1,4-丁二醇：新戊二醇：1,6-己二醇＝1：0.20-0.40：0.40-0.70；
    所述催化剂为钛酸四丁酯，其质量为所述二元酸总质量的0.04-0.06％；
    所述抗氧剂的质量为所述二元酸总质量的0.2-0.4％。
  2. 如权利要求1所述的粉末涂料用聚酯热熔胶，其特征在于，还包括白炭黑，其质量为所述二元酸总质量的0.1-0.5％。
  3. 一种粉末涂料用聚酯热熔胶的制备方法，其特征在于，包括如下步骤：
    (1)将二元酸、二元醇及催化剂按一预定比例加入到酯化釜中进行酯化反应，反应温度为180℃-220℃，当酯化反应馏出水的量为理论出水量的97％以上时，酯化反应结束；
    (2)将抗氧剂加入到步骤(1)的产物中，在255℃-260℃、80-100Pa的条件下进行减压缩聚反应1.5h，聚合阶段完成；
    (3)通氮气，解除真空，趁热出料至冷水中，得白色胶条，再切成胶粒，得粉末涂料用聚酯热熔胶；
    其中，所述二元酸和二元醇的摩尔数之比为1:1.40；
    所述二元酸为对苯二甲酸、间苯二甲酸、己二酸、十二二酸和癸二酸的混合物，且各组分的摩尔比为1：0.20-0.25：0.10-0.15：0.30-0.45：0.20-0.30；
    所述二元醇为1,4-丁二醇、新戊二醇和1,6-己二醇的混合物，且各组分的摩尔比为1：0.20-0.40：0.40-0.70；
    所述催化剂为钛酸四丁酯，其质量为所述二元酸总质量的0.04-0.06％；
    所述抗氧剂的质量为所述二元酸总质量的0.2-0.4％。
  4. 如权利要求3所述的粉末涂料用聚酯热熔胶的制备方法，其特征在于，所述步骤(2)中，还包括加入白炭黑，进行所述减压缩聚反应，所述白炭黑的质量为二元酸总质量的0.1-0.5％。
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CN104877118B (zh) * 2015-06-18 2016-11-30 上海天洋热熔粘接材料股份有限公司 一种适于作为3d打印材料的共聚酯及其制备方法
CN107652420B (zh) * 2017-09-22 2019-08-09 昆山天洋热熔胶有限公司 一种可生物降解的共聚酯热熔胶的制备方法
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CN107955140A (zh) * 2017-10-26 2018-04-24 珠海万通化工有限公司 一种可生物降解聚酯及其应用

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