WO2017177792A1 - 一种硫化橡胶低温选择性断裂交联网络再生的方法 - Google Patents

一种硫化橡胶低温选择性断裂交联网络再生的方法 Download PDF

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WO2017177792A1
WO2017177792A1 PCT/CN2017/077225 CN2017077225W WO2017177792A1 WO 2017177792 A1 WO2017177792 A1 WO 2017177792A1 CN 2017077225 W CN2017077225 W CN 2017077225W WO 2017177792 A1 WO2017177792 A1 WO 2017177792A1
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rubber
vulcanized rubber
cross
parts
regenerating
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张立群
王尧
史金炜
丁林林
任冬云
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Nanjing LJR Rubbe & Plastic Co Ltd
Beijing University of Chemical Technology
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Nanjing LJR Rubbe & Plastic Co Ltd
Beijing University of Chemical Technology
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
    • C08J11/18—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material
    • C08J11/28—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material by treatment with organic compounds containing nitrogen, sulfur or phosphorus
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2307/00—Characterised by the use of natural rubber
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • C08J2323/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08J2323/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
    • C08J2323/22—Copolymers of isobutene; butyl rubber
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies
    • Y02W30/62—Plastics recycling; Rubber recycling

Definitions

  • the invention relates to a method for regenerating a low temperature selective fracture crosslinked network of a vulcanized rubber, and regenerating the vulcanized rubber in a selective crosslinked network under a low temperature environment, and belongs to the field of waste rubber resource recycling and utilization.
  • the high-temperature and high-pressure dynamic desulfurization tank method for preparing reclaimed rubber is the most widely used reclaimed rubber production process in China.
  • the process time waste rubber powder, desulfurization aid and water are added to the desulfurization tank and treated under high temperature and high pressure for 3 hours.
  • the regenerated rubber produced by this method has good mechanical properties, but there are many defects. Among them, the higher reaction temperature in the process of decrosslinking and the lower chain scission selectivity of the desulfurization aid make the final product sol content and the sol molecular weight lower.
  • Twin-screw extruder desulfurization and reclaiming vulcanized rubber (CN 101508795A.Aug.19, 2009. A method for desulfurization and re-vulcanization of rubber by twin-screw extruder))
  • As the leading reclaimed rubber production process in China innovative physical chemistry The combination of linkage and twin-screw linkage produces outstanding performance of reclaimed rubber products.
  • the defects are reflected in the production process, and the decrosslinking effect is not selective.
  • the effects of high temperature, high pressure and high shear may lead to excessive degradation of the main chain, and the obtained product sol content and sol molecular weight are both low.
  • Zhao Meilin,Zhang Suxia et al. Zhao Meilin,Zhang Suxia.Study on DTT Hydrolyzed Soybean Trypsin Inhibitor[J].Journal of Sichuan Vocational and Technical College,2010,20(3):120-122.
  • sedative can It has a good opening effect on the disulfide bond in soybean trypsin and can effectively reduce it. Solution performance.
  • dithiothreitol As a reducing agent, dithiothreitol has better selective reducing activity at lower temperatures, has a well-selective effect of breaking sulfur-sulfur bonds, and exhibits lower temperatures at lower temperatures. Good selective fracture properties. Through this action, combined with other auxiliaries, the process of selective de-crosslinking of the vulcanized rubber in a low temperature environment can be effectively realized.
  • the technical object to be achieved by the present invention is to provide a method for regenerating a vulcanized rubber at a low temperature selective fracture crosslinked network.
  • the invention comprises the following points: a method for regenerating a vulcanized rubber under low temperature selective fracture crosslinked network, fully vulcanizing the vulcanized rubber in a solvent, adding a decrosslinking auxiliary agent, and maintaining the temperature at 50-105 ° C for 24-96 hours.
  • the solvent in the product is removed by vacuum heat drying, and the SS bond in the vulcanized rubber can be selectively broken to obtain a regenerated vulcanizate having a sol content of 95% to 99% and a sol molecular weight of 15,000 to 50,000.
  • the characteristic is that the mass fraction ratio of the vulcanized rubber and the decrosslinking auxiliary agent is 100 parts of vulcanized rubber, 0.5-5.5 parts of dithiothreitol, 0-3 parts of diphenyl disulfide, and 0-0.5 parts of n-hexane thiol. Isopropyl mercaptan 0 to 0.3 parts.
  • the solvent used in the above method is toluene or xylene.
  • the additive formulation described in the above method has 0.5 to 5.5 parts of dithiothreitol to be added per 100 parts of vulcanized rubber, 0 to 3 parts of diphenyl disulfide, and 0 to 3 parts of n-hexane thiol according to the type of vulcanized rubber. 0.5 parts, isopropyl mercaptan 0 to 0.3 parts.
  • the vulcanization aid described in the above method is used at a temperature of 50 to 105 °C.
  • the vulcanized rubber used in the above method is a sulfur vulcanized natural rubber, butyl rubber or ethylene propylene rubber.
  • the method for regenerating the low-temperature selective fracture cross-linking network of the vulcanized rubber of the invention has good selectivity to the fracture cross-linking bond, and the reaction temperature is low, and the obtained regenerated rubber sol content is high, and can be used for producing tires and the like.
  • the method for regenerating a low temperature selective fracture crosslinked network of a vulcanized rubber according to the present invention has the following advantages point:
  • the temperature of the cross-linking reaction is low.
  • the method for regenerating the low temperature selective fracture crosslinked network of the vulcanized rubber according to the present invention can selectively decrosslink the vulcanized rubber at 50-105 ° C;
  • the degree of cross-linking is high.
  • the method for regenerating the low temperature selective fracture crosslinked network of the vulcanized rubber according to the present invention can effectively improve the degree of decrosslinking under the corresponding temperature and conditions, and the sol content in the obtained product can reach 95%-99%;
  • the selectivity of cross-linking is good.
  • the method for regenerating the low temperature selective fracture crosslinked network of the vulcanized rubber according to the invention has good decrosslinking selectivity under the use temperature and condition, and the obtained product has a molecular weight of sol of 15000-50000, which effectively protects the rubber molecule. chain.
  • the method for regenerating the low-temperature selective fracture cross-linking network of the vulcanized rubber of the invention has good selectivity to the fracture cross-linking bond, and the reaction temperature is low, and the obtained regenerated rubber sol content is high, and can be used for producing tires and the like.
  • Example 1 A vulcanized natural rubber rubber sample was used, which was sufficiently swollen in toluene.
  • Formulation aid for adding low temperature selective fracture vulcanized rubber crosslinked network 100 parts of vulcanized natural rubber, 5.5 parts of dithiothreitol, 0 parts of diphenyl disulfide, 0 parts of n-hexane thiol, 0 parts of isopropyl thiol .
  • the temperature of the control system was 105 ° C and the temperature was kept for 60 hours.
  • the product sol content is greater than 98%, the crosslinking density is less than 1*10 -6 mol/cm 3 , and the molecular weight is greater than 50,000.
  • Example 2 A vulcanized butyl rubber gel was used, which was sufficiently swollen in xylene. Maintaining a temperature of 80 ° C, adding a formulation auxiliary agent for low temperature selective fracture of the vulcanized rubber crosslinked network: 100 parts of sulfurized butyl rubber, 2.5 parts of dithiothreitol, 1 part of diphenyl disulfide, 0.5 part of n-hexane thiol, 0.3 parts of isopropyl mercaptan. Keep it for 96 hours. The product sol content is greater than 95%, the crosslinking density is less than 1*10 -6 mol/cm 3 , and the molecular weight is greater than 30,000.
  • Example 3 using a vulcanized ethylene-propylene rubber gel sample, fully swelled in toluene, and adding a formulation auxiliary agent for low-temperature selective fracture of the vulcanized rubber cross-linking network: 100 parts of sulfurized butyl rubber, 0.5 parts of dithiothreitol, and two 3 parts of phenyl disulfide, 0.3 parts of n-hexane thiol, and 0.3 parts of isopropyl thiol. The temperature was controlled at 50 ° C and kept for 24 hours. The product sol content is greater than 60%, the crosslinking density is less than 2*10 -5 mol/cm 3 , and the molecular weight is greater than 15,000.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)

Abstract

一种硫化橡胶低温选择性断裂交联网络再生的方法，属于废橡胶资源回收再生利用领域。本发明首先将硫化橡胶及解交联助剂混合后，通过溶剂溶胀并保持解交联温度，通过解交联助剂的相互作用及配合对硫化橡胶进行解交联，可以对废橡胶中的硫-硫键有很好的选择性断裂作用，在相对较低的温度下能够实现交联网络的大幅破裂，得到溶胶含量、分子量高的再生胶。

Description

一种硫化橡胶低温选择性断裂交联网络再生的方法 技术领域：
本发明涉及一种硫化橡胶低温选择性断裂交联网络再生的方法，对硫化橡胶在低温环境下选择性交联网络进行再生，属于废橡胶资源回收再生利用领域。
背景技术:
我国是橡胶使用大国，大量的橡胶在使用后造成了十分严重的环境污染，并且是对资源的严重浪费。仅2014年度我国的轮胎产量已经接近1000万吨。加强对废橡胶资源的有效回收利用，能够在环保、资源、收益等方面均取得巨大回报。如何进一步促进废橡胶的合理、高质量回收是十分重要的。
高温高压动态脱硫罐法制备再生胶是我国目前使用最为广泛的再生胶生产工艺，工艺流程时间废胶粉、脱硫助剂、水加入到脱硫罐中，通过在高温高压条件下处理3个小时，实现废橡胶交联网络断裂，生产再生胶的目的。此法产生的再生胶力学性能较好，但存在的缺陷也较多。其中，解交联的过程中较高的反应温度和脱硫助剂较低的断链选择性，使得最终产物溶胶含量及溶胶分子量均较低。
双螺杆挤出机脱硫再生硫化橡胶(CN 101508795A.Aug.19,2009.一种采用双螺杆挤出机脱硫再生硫化橡胶的方法))作为国内目前较为领先的再生胶生产工艺，创新性的将物理化学联动与双螺杆联动相结合，生产出的再生胶产品性能较为出色。但缺陷体现在生产过程中，解交联作用没有选择性，高温、高压、高剪切的作用可能导致主链的过分降解，得到的产物溶胶含量及溶胶分子量均较低。
赵美琳，张素霞等人(赵美琳,张素霞.DTT水解大豆胰蛋白酶抑制剂的研究[J].四川职业技术学院学报,2010,20(3):120-122.)在研究中发现二流苏糖醇能够对大豆胰蛋白酶中的二硫键有很好的打开作用，能够发挥有效的降 解性能。
作为一种还原剂，二硫代苏糖醇具有在较低温度较好的选择性还原活性，具有很好地选择性的断裂硫-硫键的作用，并且在较低温度下就表现出较好的选择性断裂性能。通过这种作用，结合其他助剂，可以有效地实现低温环境下的、有效地硫化橡胶选择性解交联的过程。
发明内容：
本发明所要达到的技术目标是提供一种硫化橡胶低温选择性断裂交联网络再生的方法。
本发明内容包含以下要点：一种硫化橡胶低温选择性断裂交联网络再生的方法，将硫化橡胶置于溶剂中充分溶胀，加入解交联助剂，在50-105℃的条件下保温24-96小时，通过真空热烘去除产物中溶剂，可选择性的断裂硫化橡胶中的S-S键，获得溶胶含量为95％-99％，溶胶分子量为15000-50000的再生硫化橡胶。其特征是：硫化橡胶与解交联助剂的质量分数比为硫化橡胶100份，二硫代苏糖醇0.5～5.5份，二苯二硫醚0～3份，正己烷硫醇0～0.5份，异丙硫醇0～0.3份。
上述方法中所用的溶剂为甲苯或二甲苯。
上述方法中所述的助剂配方，根据硫化橡胶的种类不同，每100份硫化橡胶需要加入的二硫代苏糖醇0.5～5.5份，二苯二硫醚0～3份，正己烷硫醇0～0.5份，异丙硫醇0～0.3份。
上述方法中所述的硫化助剂使用温度为50-105℃。
上述方法中所用的硫化橡胶为硫黄硫化的天然橡胶、丁基橡胶或乙丙橡胶。
本发明所述硫化橡胶低温选择性断裂交联网络再生的方法对断裂交联键的有很好的选择性，并且反应温度低，得到的再生胶溶胶含量高，可用于生产轮胎等方面。
本发明所述的硫化橡胶低温选择性断裂交联网络再生的方法具有如下优 点：
1、解交联反应温度低。本发明所述的硫化橡胶低温选择性断裂交联网络再生的方法可以在50-105℃的条件下对硫化橡胶进行选择性解交联；
2、解交联程度高。本发明所述的硫化橡胶低温选择性断裂交联网络再生的方法在相应温度及条件下有效提高解交联程度，得到的产物中溶胶含量可达到95％-99％；
3、解交联选择性好。本发明所述的硫化橡胶低温选择性断裂交联网络再生的方法在使用温度及条件下具有良好的解交联选择性，得到的产物中溶胶分子量可达到15000-50000，有效地保护了橡胶分子主链。
本发明所述硫化橡胶低温选择性断裂交联网络再生的方法对断裂交联键的有很好的选择性，并且反应温度低，得到的再生胶溶胶含量高，可用于生产轮胎等方面。
下面结合具体实施方式对本发明做进一步的描述。
具体实施方式：
实施例1：采用硫化天然橡胶胶样，置于甲苯中充分溶胀。加入低温选择性断裂硫化橡胶交联网络的配方助剂：硫化天然橡胶100份，二硫代苏糖醇5.5份，二苯二硫醚0份，正己烷硫醇0份，异丙硫醇0份。控制体系温度105℃，保温60小时。得到产物溶胶含量大于98％，交联密度小于1*10-6mol/cm3，分子量大于50000。
实施例2：采用硫化丁基橡胶胶样，置于二甲苯中充分溶胀。保持温度80℃，加入低温选择性断裂硫化橡胶交联网络的配方助剂：硫化丁基橡胶100份，二硫代苏糖醇2.5份，二苯二硫醚1份，正己烷硫醇0.5份，异丙硫醇0.3份。保温96小时。得到产物溶胶含量大于95％，交联密度小于1*10-6mol/cm3，分子量大于30000。
实施例3：采用硫化乙丙橡胶胶样，置于甲苯中充分溶胀，加入低温选择 性断裂硫化橡胶交联网络的配方助剂：硫化丁基橡胶100份，二硫代苏糖醇0.5份，二苯二硫醚3份，正己烷硫醇0.3份，异丙硫醇0.3份。控制温度50℃，保温24小时。得到产物溶胶含量为大于60％，交联密度小于2*10-5mol/cm3，分子量大于15000。

Claims (3)

  1. 一种硫化橡胶低温选择性断裂交联网络再生的方法，其特征是：将硫化橡胶置于溶剂中充分溶胀，加入解交联助剂，在50-105℃的条件下保温24-96小时，通过真空热烘去除产物中溶剂，得到再生硫化橡胶；硫化橡胶与解交联助剂的质量分数比为硫化橡胶100份，二硫代苏糖醇0.5～5.5份，二苯二硫醚0～3份，正己烷硫醇0～0.5份，异丙硫醇0～0.3份。
  2. 根据权利要求1所述的方法，其特征在于所用溶剂为甲苯或二甲苯。
  3. 根据权利要求1所述的方法，其特征在于：所述的硫化橡胶为硫黄硫化的天然橡胶、丁基橡胶或乙丙橡胶。
PCT/CN2017/077225 2016-04-10 2017-03-20 一种硫化橡胶低温选择性断裂交联网络再生的方法 Ceased WO2017177792A1 (zh)

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CN105860130A (zh) * 2016-04-10 2016-08-17 北京化工大学 一种硫化橡胶低温选择性断裂交联网络再生的方法
CN111592685B (zh) * 2020-05-19 2021-06-01 北京化工大学 一种硫化橡胶再生胶及其制备方法
CN111647198A (zh) * 2020-06-22 2020-09-11 北京克林泰尔环保科技有限公司 一种轮胎橡胶的定向脱硫再生方法
CN115073808B (zh) * 2022-06-30 2023-05-26 宁波坚锋新材料有限公司 一种轮胎帘子布回收尼龙6的方法、清洗液和再生尼龙6

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101508795A (zh) * 2009-03-16 2009-08-19 江苏强维橡塑科技有限公司 一种采用双螺杆挤出机脱硫再生硫化橡胶的方法
US20110201771A1 (en) * 2008-11-06 2011-08-18 University Of Akron Biosynthesis of polyisoprenoids
CN102229714A (zh) * 2011-06-21 2011-11-02 中潜股份有限公司 一种护膝橡胶及其制备方法和应用
CN103613808A (zh) * 2013-11-12 2014-03-05 铜陵市肆得科技有限责任公司 一种安全环保橡胶密封垫材料及其制备方法
CN104311985A (zh) * 2014-10-30 2015-01-28 安徽电信器材贸易工业有限责任公司 一种高强度聚乙烯电缆护套料及其制备方法
CN105860130A (zh) * 2016-04-10 2016-08-17 北京化工大学 一种硫化橡胶低温选择性断裂交联网络再生的方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5798394A (en) * 1995-10-27 1998-08-25 Exxon Research And Engineering Company Rubber devulcanization process
WO2005108480A1 (en) * 2004-04-08 2005-11-17 Societe De Technologie Michelin Rubber composition and tire comprising same

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110201771A1 (en) * 2008-11-06 2011-08-18 University Of Akron Biosynthesis of polyisoprenoids
CN101508795A (zh) * 2009-03-16 2009-08-19 江苏强维橡塑科技有限公司 一种采用双螺杆挤出机脱硫再生硫化橡胶的方法
CN102229714A (zh) * 2011-06-21 2011-11-02 中潜股份有限公司 一种护膝橡胶及其制备方法和应用
CN103613808A (zh) * 2013-11-12 2014-03-05 铜陵市肆得科技有限责任公司 一种安全环保橡胶密封垫材料及其制备方法
CN104311985A (zh) * 2014-10-30 2015-01-28 安徽电信器材贸易工业有限责任公司 一种高强度聚乙烯电缆护套料及其制备方法
CN105860130A (zh) * 2016-04-10 2016-08-17 北京化工大学 一种硫化橡胶低温选择性断裂交联网络再生的方法

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