WO2020047827A1 - 一种具有自修复功能的聚合物蜡粉及其制备方法 - Google Patents

一种具有自修复功能的聚合物蜡粉及其制备方法 Download PDF

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WO2020047827A1
WO2020047827A1 PCT/CN2018/104570 CN2018104570W WO2020047827A1 WO 2020047827 A1 WO2020047827 A1 WO 2020047827A1 CN 2018104570 W CN2018104570 W CN 2018104570W WO 2020047827 A1 WO2020047827 A1 WO 2020047827A1
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self
powder
parts
wax
repairing function
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PCT/CN2018/104570
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French (fr)
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于海阔
任华
顾婷婷
孟祥康
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南京天诗新材料科技有限公司
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Priority to PCT/CN2018/104570 priority Critical patent/WO2020047827A1/zh
Priority to US17/044,060 priority patent/US11203686B2/en
Publication of WO2020047827A1 publication Critical patent/WO2020047827A1/zh

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • 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
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend

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  • the invention relates to the technical field of polymers, and in particular to a polymer wax powder having a self-repairing function and a preparation method thereof.
  • Polyethylene wax powder can be added to the powder coating as a functional additive, which can improve the hydrophobicity and anti-friction of the coating surface, and the appearance decoration effect can be maintained in a good state for a long time.
  • friction occurs with hard objects, resulting in scratches and affecting the decorative performance of the coating.
  • new material systems have been designed.
  • the new material system satisfies the self-repairing function of the coating, it is often difficult to take into account the adhesion, flexibility, surface hardness and other properties of the coating material, which makes it impossible to apply the material on a large scale.
  • the present invention provides a polymer wax powder with a self-repairing function and a preparation method thereof.
  • Allyl bisphenol A epoxy resin, hydroxyalkylamide, silane coupling agent, carboxyl-terminated saturated polyester, catalyst promoter, etc. were introduced into the polyethylene wax matrix, and after being mixed and extruded by a screw, the jet mill was micronized To micron-sized powders, which are then crosslinked by poly (vinyl chloride) wax through electron irradiation, combined with specific irradiation energy, power, and temperature to graft the resin containing olefin double bonds into the polyethylene backbone structure to prepare The composite polymer wax fine powder with an average particle diameter of 1um-75um was produced.
  • the polymer wax powder with self-repairing function according to the present invention is prepared from the following components by weight:
  • the method for preparing the polymer wax powder with self-repairing function includes the following steps:
  • the above ingredients are added to a twin-screw extruder, heated to 70 ° C-130 ° C, extruded, and cooled and compressed to obtain a composite wax sheet;
  • the micronized composite wax is strengthened by electron irradiation.
  • the material irradiation dose is 300-1000kGy
  • the equipment irradiation energy is 1.5-5MV
  • the power is 60-150kW
  • the irradiation residence time is 60-1800s.
  • the polymerization with self-repairing function is obtained. ⁇ ⁇ Wax powder.
  • the allyl bisphenol A epoxy resin is 4,4′-diallyl bisphenol A diglycidyl ether epoxy resin, and the epoxy equivalent is 210-333 g / mol.
  • the silane coupling agent is one of allyltrimethoxysilane, allyltriethoxysilane, ⁇ -methacryloxypropyltrimethoxysilane, vinyltriethoxysilane, or Several.
  • the carboxyl-terminated saturated polyester has an acid value of 12-90 mgKOH / g.
  • the accelerator is one or more of nano-scale zinc oxide, tetraisobutyl titanate, and zinc acetylacetonate.
  • the invention uses a polyethylene wax micropowder as a matrix, and on the basis of the polyethylene molecular chain structure, a thermosetting saturated polyester cross-linking network and an ester exchange catalytic system are introduced. At the same time, electron molecular irradiation is used to initiate molecular structural cross-linking of polyethylene. The energy, power and time of electron irradiation were adjusted to realize the grafting of self-repairing groups into the polyethylene main chain structure.
  • the polymer wax powder with self-repairing function prepared by using the invention can be used as a self-repairing functional additive for polyester-type or epoxy-polyester-type powder coatings.
  • the surface hardness of the powder coating can be obtained Improve the stain resistance, the coating water contact angle can reach 113 °, and give the coating material self-repairing function.
  • the tiny scratches generated by the coating under the external force can occur under the action of light and heat energy and accelerator.
  • the transesterification reaction that is, the ester bond formed by the carboxyl group and the hydroxyl group in the polyester resin main chain structure can undergo a dissociation-esterification reversible reaction, and the dynamic ester bond undergoes a topology rearrangement reaction, which causes the coating to undergo micro-deformation, thereby achieving micro crack
  • the healing repair greatly extends the service life of the coating material.
  • the invention is applied to powder coatings, and has obvious self-repairing effect on scratches with a scratch strength of less than 500 g after film formation and curing.
  • a method for preparing a polymer wax powder with a self-repairing function which is characterized in that the preparation method includes the following steps:
  • Polyethylene wax, allyl bisphenol A epoxy resin, hydroxyalkylamide, silane coupling agent, carboxyl-terminated saturated polyester and accelerator are mixed, and the weight ratio of each component is:
  • the composite wax is micronized, and the average particle diameter of the obtained wax micronized powder is 50um;
  • the micronized composite wax is strengthened by electron irradiation, the equipment irradiates energy 5MV, power 100kW, and irradiation residence time 1500s to obtain a polymer wax powder with self-repairing function.
  • the curing condition is 200 ° C for 10min.
  • the obtained powder coating is scratched by a 500g pre-scratch tester at 70 ° C and not visible after 30min repair. It is not visible at 30 ° C and 480h.
  • the coating has a scratch self-repairing function.
  • the preparation method of this embodiment is the same as that of Example 1, except that the weight parts of each component are as follows:
  • the curing conditions are 180 ° C and 20min.
  • the powder coating obtained is 450g pre-scratched by a scratch tester. It is not obvious after 30min repair at 80 ° C and invisible at 480h at 30 ° C.
  • the coating has the function of self-repair of scratches.
  • the preparation method of this embodiment is the same as that of Example 1, except that the weight parts of each component are as follows:
  • Polyethylene wax 60 servings
  • Nano-sized zinc oxide 1 part by weight
  • the curing conditions are 180 ° C and 20min.
  • the obtained powder coating is scratched by a 400g pre-scratch tester at 90 ° C and not visible after 30min repair. It is not visible at 30 ° C and 480h.
  • the coating has a scratch self-repairing function.

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  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
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  • Paints Or Removers (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

具有自修复功能的聚合物蜡粉及其制备方法，所述聚合物蜡粉由以下组份按重量份制备而成：聚乙烯蜡55～75份、烯丙基双酚A环氧树脂1～20份、羟烷基酰胺0.5～2份、硅烷偶联剂0.5～5份、端羧基饱和聚酯5～25份、促进剂0.5～5份。其制备方法包括配料混合、熔融挤出、微粉化及电子辐照交联等步骤。采用该方法可制备出平均粒径1um-75um的复合聚合物蜡微粉，这种蜡微粉可作为聚酯型或环氧聚酯型粉末涂料自修复功能助剂使用，使粉末涂层表面硬度得以提高，耐污性增强，并赋予涂层材料自修复功能。

Description

一种具有自修复功能的聚合物蜡粉及其制备方法 技术领域
本发明涉及高分子技术领域，特别涉及具有自修复功能的聚合物蜡粉及其制备方法。
背景技术
近年来，低分子量聚乙烯蜡因其优良的耐寒性、耐热性、耐磨性等特点，在涂料、油墨、皮革、造纸等行业的到广泛应用，赋予其优异的抗摩擦性和耐污性。近十年来，国内通过部分引进和自主研发，突破了特种聚乙烯蜡材料、工艺及装备关键技术，质量逐渐达到了国外先进产品水平。
聚乙烯蜡粉体可作为功能助剂添加到粉末涂料中，可提高涂层表面的疏水性及抗摩擦性，外观装饰效果可长时间保持较好状态。然而，涂层材料在使用过程中，与硬物发生摩擦，产生划痕，影响涂层装饰性能。近年来，研究领域从涂层材料功能化角度出发，开发具有自我修复功能的涂层材料，一定数量新的材料体系被设计出来。然而，新的材料体系在满足涂层自修复功能的同时，往往难以兼顾涂层材料的附着力、柔韧性、表面硬度等性能，导致材料无法大规模得以应用。
发明内容
为解决现有聚乙烯蜡粉体存在的上述技术问题，本发明提供一种具有自修复功能的聚合物蜡粉及其制备方法。
本发明解决现有技术存在问题的思路是：
将烯丙基双酚A环氧树脂、羟烷基酰胺、硅烷偶联剂、端羧基饱和聚酯、催化促进剂等引入到聚乙烯蜡基体中，通过螺杆混合挤出后，气流磨微粉化的到微米级粉体，再经过电子辐照引发聚氯烯蜡交联，结合特定辐照能量、功率、温度下将含有烯烃双键的树脂反应接枝到聚乙烯主链结构中，从而制备出平均粒径1um-75um的复合聚合物蜡微粉。
其于上述思路，本发明所述具有自修复功能的聚合物蜡粉由以下组份按重量份制备而成：
Figure PCTCN2018104570-appb-000001
Figure PCTCN2018104570-appb-000002
上述具有自修复功能的聚合物蜡粉的制备方法包括以下步骤：
1)配料混合
将聚乙烯蜡、烯丙基双酚A环氧树脂、羟烷基酰胺、硅烷偶联剂、端羧基饱和聚酯及促进剂按重量份混合；
2)熔融挤出
将上述配料加入双螺杆挤出机，加热至70℃-130℃挤出后冷却压片，得到复合蜡片材；
3)微粉化
将步骤2)所得复合蜡片材进行微粉化处理，所得蜡微粉平均粒径为1um-75um；
4)电子辐照交联
将微粉化处理后的复合蜡经过电子辐照强化，材料辐照剂量300-1000kGy，设备辐照能量1.5－5MV，功率60－150kW，辐照停留时间60-1800s，得到具有自修复功能的聚合物蜡粉。
所述烯丙基双酚A环氧树脂为4，4‘－二烯丙基双酚A二缩水甘油醚环氧树脂，环氧当量为210－333g/mol。
所述硅烷偶联剂为烯丙基三甲氧基硅烷、烯丙基三乙氧基硅烷、γ-甲基丙烯酰氧基丙基三甲氧基硅烷、乙烯基三乙氧基硅烷的一种或几种。
所述端羧基饱和聚酯酸值为12-90mgKOH/g。
所述促进剂为纳米级氧化锌、钛酸四异丁酯和乙酰丙酮锌中的一种或几种。
本发明以聚乙烯蜡微粉为基体，在聚乙烯分子链结构基础上，引入热固性饱和聚酯交联网络和酯键交换催化体系，同时采用电子辐照技术引发聚乙烯发生分子结构交联，通过调节电子辐照能量、功率和时间，实现自修复基团接枝到聚乙烯主链结构中。
采用本发明制得的具有自修复功能的聚合物蜡粉可作为聚酯型或环氧聚酯型粉末涂料自修复功能助剂使用，添加到粉末涂料体系中，可使粉末涂层表面硬度得以提高，耐污性增强，涂层水接触角可达113°，并赋予涂层材料自修复功能，对于涂层在外力作用下产生的微小划痕，可在光热能量和促进剂作用下发生酯交换反应，即聚酯树脂主链结构中羧基与羟基形成的酯键可发生解离-酯化可逆反应，动态酯键发生拓扑结构重排反应，使得涂层发生微观形变，从而实现微裂纹的愈合修复，大大延长了涂层材料的服役周期。本发明应用于粉末涂料中，成膜固化后，对划痕强度低于500g的划痕有明显的自修复效果。
具体实施方式
以下实施例进一步阐明本发明内容，但不用于限制本发明的范围。
实施例1：
一种具有自修复功能的聚合物蜡粉制备方法，其特征在于制备方法包括以下步骤：
1)配料混合
将聚乙烯蜡、烯丙基双酚A环氧树脂、羟烷基酰胺、硅烷偶联剂、端羧基饱和聚酯及促进剂混合，其各组分的重量配比为:
聚乙烯蜡 55份
烯丙基双酚A缩水环氧树脂 15份
羟烷基酰胺 1.5份
烯丙基三甲氧基硅烷 2份
烯丙基三乙氧基硅烷 1份
γ-甲基丙烯酰氧基丙基三甲氧基硅烷 0.5重量份
端羧基饱和聚酯 20重量份
纳米级氧化锌 2重量份
钛酸四异丁酯 2重量份
乙酰丙酮锌 1重量份；
2)熔融挤出
将上述配料加入双螺杆挤出机，加热110℃挤出后冷却压片；
3)微粉化
将复合蜡进行微粉化处理，所得蜡微粉平均粒径50um；
4)电子辐照交联
将微粉化处理后的复合蜡经过电子辐照强化，设备辐照能量5MV，功率100kW，辐照停留时间1500s，得到具有自修复功能的聚合物蜡粉。
将上述自修复功能聚合物蜡粉加入环氧聚酯型粉末涂料中，
E-12双酚A缩水甘油醚环氧树脂(安徽善孚604U)108kg
聚酯(安徽神剑SJ5A)160kg
流平剂 5kg
701B 4kg
安息香 2kg
自修复蜡粉 40kg
硫酸钡 130.7kg
钛白粉 40kg
炭黑 0.3kg
固化条件200℃ 10min，所得粉末涂料经划痕仪500g预制划痕，70℃ 30min修复后目视不明显，30℃ 480h目视不可见，涂层具有划痕自修复功能。
实施例2：
本实施例的制备方法与实施例1相同，不同的是各组分的重量份，具体如下：
聚乙烯蜡 75份
烯丙基双酚A缩水环氧树脂 20份
羟烷基酰胺 2份
烯丙基三甲氧基硅烷 2份
乙烯基三乙氧基硅烷 1份
γ-甲基丙烯酰氧基丙基三甲氧基硅烷 0.5重量份
端羧基饱和聚酯 15重量份
纳米级氧化锌 2重量份
钛酸四异丁酯 1重量份
乙酰丙酮锌 1重量份。
将上述自修复功能聚合物蜡粉加入环氧聚酯型粉末涂料中，
E-12双酚A缩水甘油醚环氧树脂(安徽善孚604U)108kg
聚酯(新中法6055)160kg
流平剂 5kg
701B 4kg
安息香 2kg
自修复蜡粉 40kg
硫酸钡 130.7kg
钛白粉 40kg
炭黑 0.3kg
固化条件180℃ 20min，所得粉末涂料经划痕仪450g预制划痕，80℃ 30min修复后目视不明显，30℃ 480h目视不可见，涂层具有划痕自修复功能。
实施例3：
本实施例的制备方法与实施例1相同，不同的是各组分的重量份，具体如下：
聚乙烯蜡 60份
烯丙基双酚A缩水环氧树脂 10份
羟烷基酰胺 1份
烯丙基三乙氧基硅烷 1份
乙烯基三乙氧基硅烷 1份
γ-甲基丙烯酰氧基丙基三甲氧基硅烷 0.5重量份
端羧基饱和聚酯 10重量份
纳米级氧化锌 1重量份
钛酸四异丁酯 1重量份。
将上述自修复功能聚合物蜡粉加入环氧聚酯型粉末涂料中，
E-12双酚A缩水甘油醚环氧树脂(安徽善孚604U)108kg
聚酯(新中法5086)108kg
流平剂 4kg
701B 3.2kg
安息香 1.7kg
自修复蜡粉 40kg
硫酸钡 105kg
钛白粉 33kg
炭黑 0.25kg
固化条件180℃ 20min，所得粉末涂料经划痕仪400g预制划痕，90℃ 30min修复后目视不明显，30℃ 480h目视不可见，涂层具有划痕自修复功能。

Claims (6)

  1. 一种具有自修复功能的聚合物蜡粉，其特征在于由以下组份按重量份制备而成：
    Figure PCTCN2018104570-appb-100001
  2. 权利要求1所述具有自修复功能的聚合物蜡粉的制备方法，其特征在于包括以下步骤：
    1)配料混合
    将聚乙烯蜡、烯丙基双酚A环氧树脂、羟烷基酰胺、硅烷偶联剂、端羧基饱和聚酯及促进剂按重量份混合；
    2)熔融挤出
    将上述配料加入双螺杆挤出机，加热至70℃-130℃挤出后冷却压片，得到复合蜡片材；
    3)微粉化
    将步骤2)所得复合蜡片材进行微粉化处理，所得蜡微粉平均粒径为1um-75um；
    4)电子辐照交联
    将微粉化处理后的复合蜡经过电子辐照强化，材料辐照剂量300-1000kGy，设备辐照能量1.5－5MV，功率60－150kW，辐照停留时间60-1800s，得到具有自修复功能的聚合物蜡粉。
  3. 如权利要求2所述具有自修复功能的聚合物蜡粉制备方法，其特征在于所述烯丙基双酚A环氧树脂为4，4‘－二烯丙基双酚A二缩水甘油醚环氧树脂，环氧当量为210－333g/mol。
  4. 如权利要求2所述具有自修复功能的聚合物蜡粉制备方法，其特征在于所述硅烷偶联剂为烯丙基三甲氧基硅烷、烯丙基三乙氧基硅烷、γ-甲基丙烯酰氧基丙基三甲氧基硅烷、乙烯基三乙氧基硅烷的一种或几种。
  5. 如权利要求2所述具有自修复功能的聚合物蜡粉制备方法，其特征在于所述端羧基饱和聚酯酸值为12-90mgKOH/g。
  6. 如权利要求2所述具有自修复功能的聚合物蜡粉制备方法，其特征在于所述促进剂为纳米级氧化锌、钛酸四异丁酯和乙酰丙酮锌中的一种或几种。
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