CN109251273B - A kind of method for synthesizing polyhydroxy polybutadiene by graft modification of butadiene - Google Patents
A kind of method for synthesizing polyhydroxy polybutadiene by graft modification of butadiene Download PDFInfo
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- 239000005062 Polybutadiene Substances 0.000 title claims abstract description 21
- 238000000034 method Methods 0.000 title claims abstract description 21
- 229920002857 polybutadiene Polymers 0.000 title claims abstract description 21
- 238000012986 modification Methods 0.000 title claims abstract description 10
- 230000004048 modification Effects 0.000 title claims abstract description 10
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 28
- 239000002904 solvent Substances 0.000 claims abstract description 18
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- 229920001971 elastomer Polymers 0.000 claims abstract description 9
- 239000005060 rubber Substances 0.000 claims abstract description 8
- QVDTXNVYSHVCGW-ONEGZZNKSA-N isopentenol Chemical compound CC(C)\C=C\O QVDTXNVYSHVCGW-ONEGZZNKSA-N 0.000 claims abstract 2
- 238000006243 chemical reaction Methods 0.000 claims description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 13
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 12
- 238000001816 cooling Methods 0.000 claims description 11
- 238000010992 reflux Methods 0.000 claims description 11
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 9
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 9
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000003208 petroleum Substances 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims 3
- 239000004322 Butylated hydroxytoluene Substances 0.000 claims 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims 2
- 229940095259 butylated hydroxytoluene Drugs 0.000 claims 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims 2
- 238000002156 mixing Methods 0.000 claims 1
- 229920002121 Hydroxyl-terminated polybutadiene Polymers 0.000 abstract description 25
- 238000011160 research Methods 0.000 abstract description 2
- 229920006250 telechelic polymer Polymers 0.000 abstract description 2
- -1 butyl hydroxy Chemical group 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 238000010559 graft polymerization reaction Methods 0.000 abstract 1
- 238000002715 modification method Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000003292 glue Substances 0.000 description 10
- ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- BLAKAEFIFWAFGH-UHFFFAOYSA-N acetyl acetate;pyridine Chemical compound C1=CC=NC=C1.CC(=O)OC(C)=O BLAKAEFIFWAFGH-UHFFFAOYSA-N 0.000 description 9
- 238000004821 distillation Methods 0.000 description 9
- 229920003225 polyurethane elastomer Polymers 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/69—Polymers of conjugated dienes
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
技术领域technical field
本发明涉及高分子材料领域，尤其涉及一种由丁羟胶接枝改性合成多羟基聚丁二烯的方法。The invention relates to the field of polymer materials, in particular to a method for synthesizing polyhydroxypolybutadiene by graft modification of butylated hydroxy glue.
背景技术Background technique
丁羟胶又名端羟基聚丁二烯，端羟基聚丁二烯是一种液体遥爪聚合物，可通过链延长和交联固化反应，制成三维网络结构的弹性体。因为它和固体橡胶有相同的性能，所以也其为液体橡胶。Butadiene is also known as hydroxyl-terminated polybutadiene. Hydroxy-terminated polybutadiene is a liquid telechelic polymer, which can be made into an elastomer with a three-dimensional network structure through chain extension and cross-linking curing reaction. Because it has the same properties as solid rubber, it is also a liquid rubber.
端羟基聚丁二烯本身不仅透明度好、粘度低，其耐油、耐老化、耐低温性能和加工性能也较为优良。但是以端羟基聚丁二烯为原料制备的聚氨酯弹性体却具有较低的拉伸强度和断裂伸长率。Hydroxy-terminated polybutadiene itself not only has good transparency and low viscosity, but also has excellent oil resistance, aging resistance, low temperature resistance and processing performance. However, the polyurethane elastomer prepared from hydroxyl-terminated polybutadiene has lower tensile strength and elongation at break.
多羟基聚丁二烯（PHPB）的分子结构中比一般聚合物多元醇含有更多的羟基，其与多元异氰酸酯反应合成的聚氨酯弹性体具有优良的断裂伸长率、拉伸强度、耐磨性、耐溶剂性、耐水性、耐热性以及耐腐蚀性等。因此研究制备多羟基聚丁二烯对合成性能优良的聚氨酯弹性体就具有十分重要的意义，且随着多羟基聚丁二烯研究开发，其应用领域也会越来越广泛。The molecular structure of polyhydroxy polybutadiene (PHPB) contains more hydroxyl groups than general polymer polyols. Polyurethane elastomers synthesized by reacting with polyisocyanates have excellent elongation at break, tensile strength, and wear resistance. , solvent resistance, water resistance, heat resistance and corrosion resistance. Therefore, the research and preparation of polyhydroxypolybutadiene is of great significance for the synthesis of polyurethane elastomers with excellent performance, and with the research and development of polyhydroxypolybutadiene, its application fields will become more and more extensive.
发明内容SUMMARY OF THE INVENTION
本发明的目的是提供一种由端羟基聚丁二烯接枝改性合成多羟基聚丁二烯的方法，以解决上述技术中未解决的问题。The object of the present invention is to provide a method for synthesizing polyhydroxypolybutadiene by graft modification of hydroxyl terminated polybutadiene, so as to solve the unsolved problems in the above technology.
一种由端羟基聚丁二烯接枝改性合成多羟基聚丁二烯的方法，其特征在于包括如下步骤：A method for synthesizing polyhydroxypolybutadiene by graft modification of terminal hydroxyl polybutadiene is characterized in that comprising the following steps:
1）在三口烧瓶内加入一定量的端羟基聚丁二烯，将温度升到120~130℃，真空脱水一段时间后，降温，获得无水丁羟胶。1) Add a certain amount of hydroxy-terminated polybutadiene into the three-necked flask, raise the temperature to 120-130 °C, dehydrate in vacuum for a period of time, and then cool down to obtain anhydrous butylated hydroxy rubber.
2）当烧瓶内温度降到40~50℃时，按配方加入一定质量的溶剂、异戊烯醇及催化剂，搅拌混合均匀，同时升温到一定温度，使反应回流，持续反应4~5h。2) When the temperature in the flask drops to 40~50℃, add a certain quality of solvent, prenol and catalyst according to the formula, stir and mix evenly, and at the same time raise the temperature to a certain temperature to make the reaction reflux, and continue the reaction for 4~5h.
3）反应结束后，将温度升到120~130℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，得到产物多羟基聚丁二烯。3) After the reaction is completed, the temperature is raised to 120-130° C., and the product is distilled under reduced pressure to remove the solvent and other liquids in the product. After a period of time, the temperature is lowered to obtain the product polyhydroxypolybutadiene.
优选的所述2）中溶剂为乙醇、石油醚中的一种。Preferably, the solvent in 2) is one of ethanol and petroleum ether.
优选的所述的2）中的催化剂为双氧水和过氧化苯甲酰（BPO）中的一种。Preferably, the catalyst in 2) is one of hydrogen peroxide and benzoyl peroxide (BPO).
本发明通过接枝改性的方法制备的多羟基聚丁二烯的分子结构中比一般聚合物多元醇含有更多的羟基，且与多元异氰酸酯反应合成的聚氨酯弹性体具有优良的断裂伸长率、拉伸强度、耐磨性、耐溶剂性、耐水性、耐热性以及耐腐蚀性等。The molecular structure of the polyhydroxy polybutadiene prepared by the method of graft modification in the present invention contains more hydroxyl groups than general polymer polyols, and the polyurethane elastomer synthesized by reacting with polyisocyanates has excellent elongation at break , tensile strength, abrasion resistance, solvent resistance, water resistance, heat resistance and corrosion resistance.
具体实施方式Detailed ways
下面结合具体实施案例，对本发明进行进一步的描述。以下实施案例用于说明本发明，但是不用来限制本发明的范围。The present invention will be further described below in conjunction with specific implementation cases. The following examples are used to illustrate the present invention, but not to limit the scope of the present invention.
实施例1Example 1
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入80g乙醇、1g异戊烯醇及0.1g双氧水催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 80 g of ethanol, 1 g of prenol and 0.1 g of hydrogen peroxide catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 h. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例2Example 2
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入80g乙醇、1g异戊烯醇及0.1gBPO催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 80 g of ethanol, 1 g of prenol and 0.1 g of BPO catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 h. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例3Example 3
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到130℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入80g乙醇、1g异戊烯醇及0.1gBPO催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到130℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。A preparation of polyhydroxy polybutadiene: adding 100 g of hydroxyl terminated polybutadiene into a three-necked flask, raising the temperature to 130° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 80 g of ethanol, 1 g of prenol and 0.1 g of BPO catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 h. After the reaction, the temperature was raised to 130° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例4Example 4
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入100g乙醇、1g异戊烯醇及0.1gBPO催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 100 g of ethanol, 1 g of prenyl alcohol and 0.1 g of BPO catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 h. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例5Example 5
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入120g乙醇、1g异戊烯醇及0.1gBPO催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 120 g of ethanol, 1 g of prenyl alcohol and 0.1 g of BPO catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 h. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例6Example 6
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入100g乙醇、3g异戊烯醇及0.1gBPO催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 100 g of ethanol, 3 g of prenyl alcohol and 0.1 g of BPO catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 h. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例7Example 7
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入100g乙醇、5g异戊烯醇及0.1g双氧水催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 100 g of ethanol, 5 g of prenol and 0.1 g of hydrogen peroxide catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 hours. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例8Example 8
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃时，按配方加入100g乙醇、1g异戊烯醇及0.3g双氧水催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40 °C, 100 g of ethanol, 1 g of prenyl alcohol and 0.3 g of hydrogen peroxide catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4 h. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
实施例9Example 9
一种多羟基聚丁二烯的制备：在三口烧瓶内加入100g的端羟基聚丁二烯，将温度升到120℃，真空脱水一段时间后，降温，获得无水丁羟胶。当烧瓶内温度降到40℃The preparation of a polyhydroxy polybutadiene: adding 100 g of hydroxy terminated polybutadiene into a three-necked flask, raising the temperature to 120° C., dehydrating in vacuum for a period of time, and cooling down to obtain anhydrous butylated hydroxy glue. When the temperature in the flask dropped to 40°C
时，按配方加入100g乙醇、1g异戊烯醇及0.5g双氧水催化剂，搅拌混合均匀，同时升温到反应回流，持续反应4h。反应结束后，将温度升到120℃，减压蒸馏，脱除产物中的溶剂等液体，一段时间后，降温，出料，得到淡黄色透明粘稠的多羟基聚丁二烯。100g of ethanol, 1g of prenyl alcohol and 0.5g of hydrogen peroxide catalyst were added according to the formula, stirred and mixed evenly, and at the same time, the temperature was raised to the reaction reflux, and the reaction was continued for 4h. After the reaction, the temperature was raised to 120° C., and the liquids such as the solvent were removed by distillation under reduced pressure.
使用醋酐—吡啶法对合成的多羟基聚丁二烯进行羟值测定，具体数据见表1。The hydroxy value of the synthesized polyhydroxypolybutadiene was measured using the acetic anhydride-pyridine method, and the specific data are shown in Table 1.
表1Table 1
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| Synthesis and Characterization of A Novel Macromolecular Hindered Pheno Antioxidant and Its Thermo-Oxidative Aging Resistance for Natural Rubber;Wenjian Wu;《Journal of Macromolecular Science, Part B: Physics》;20140822;1244–1257 * |
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