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WO2018130117A1 - 一种感光变色的聚丙烯组合物及其制备方法和应用 - Google Patents

一种感光变色的聚丙烯组合物及其制备方法和应用 Download PDF

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WO2018130117A1
WO2018130117A1 PCT/CN2018/071537 CN2018071537W WO2018130117A1 WO 2018130117 A1 WO2018130117 A1 WO 2018130117A1 CN 2018071537 W CN2018071537 W CN 2018071537W WO 2018130117 A1 WO2018130117 A1 WO 2018130117A1
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changing
photosensitive color
microcapsule
polypropylene composition
melamine
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French (fr)
Inventor
雷亮
王大中
苏娟霞
林荣涛
孙刚
吴国峰
杨波
罗忠富
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Kingfa Science and Technology Co Ltd
Shanghai Kingfa Science and Technology Co Ltd
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Kingfa Science and Technology Co Ltd
Shanghai Kingfa Science and Technology Co Ltd
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    • 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
    • C08K9/00—Use of pretreated ingredients
    • C08K9/10—Encapsulated ingredients
    • 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
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/30—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines
    • C08G12/32—Melamines
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3415—Five-membered rings
    • C08K5/3417—Five-membered rings condensed with carbocyclic rings

Definitions

  • the invention relates to the technical field of plastic modification, in particular to a photosensitive color changing polypropylene composition and a preparation method and application thereof.
  • CN 105111768 A and CN 103275509 A describe a color changing plastic process formulation which is a combination of a plastic body, a color changing agent, a photochromic material, an oxidizing agent and a stabilizer, said photochromic material being Spiropyrans.
  • a color changing plastic process formulation which is a combination of a plastic body, a color changing agent, a photochromic material, an oxidizing agent and a stabilizer, said photochromic material being Spiropyrans.
  • the CO bond in the colorless pyran structure is broken and opened to obtain a colored isoquinoline isomer.
  • the isoquinoline can absorb visible light and develop color.
  • the CO bond break in the spiropyran is completely reversible.
  • the open-loop body can return to the original spiro structure without coloration and become the original color, but photochemical side reactions occur during the reversible change, thereby affecting the number of cycles of the reversible color. And when subjected to strong light or strong heat, the spiropyran is susceptible to fatigue and loses its ability to change color, and thus fails to change color.
  • An object of the present invention is to provide a photosensitive color-changing polypropylene composition which can be subjected to long-term illumination by sunlight, stably reversible, and has long-term weather resistance.
  • Another object of the present invention is to provide a process for the preparation of the above polypropylene composition.
  • a photosensitive color-changing polypropylene composition comprising, by weight, the following components:
  • Photochromic microcapsules 0.5 to 2.5 parts
  • the core material of the photosensitive color microcapsule is a spiropyran compound
  • the wall material is a melamine formaldehyde resin
  • the melamine formaldehyde resin is polymerized by formaldehyde and melamine.
  • the microcapsule preparation process of the present invention comprises the steps of first adding an alkylation reaction of formaldehyde and melamine having a molar ratio of 2.5/1 to 3/1 at a pH of 7.5 to 8.5 to obtain a methylol melamine prepolymer, and then Dispersing the optically variable material spiropyran compound in an aqueous solution of sodium dodecyl sulfate having a concentration of 0.2 to 1.0 wt%, finally adding a methylol melamine prepolymer to the above solution, and adjusting the solution to a pH of 5.5. ⁇ 6.5 obtained microcapsule emulsion, reacted at 80-90 ° C for 3 h, washed, suction filtered, dried to obtain photochromic microcapsules.
  • the photosensitive color microcapsule has a particle diameter of 1 to 5 ⁇ m.
  • the particle size of the microcapsules is too large, the microcapsule emulsion is unstable and easy to be layered, the microcapsules are poorly coated, the discoloration is uneven, and the color difference before and after discoloration is large, and the number of times of the photochromic polypropylene composition can be changed back and forth.
  • the particle size of the microcapsules is too small, the amount of sodium dodecylsulfonate is too high, the residue is large, the smell is large, the cost is high, the processing is not easy to disperse, and the discoloration is uneven.
  • the particle diameter of the microcapsule is 1 to 5 um, the microcapsule has good coating property, the particle size is suitable, and the processing dispersibility is good.
  • the polypropylene resin is a random copolymer polypropylene resin, and the melt flow rate of the random copolymer polypropylene resin is 10 to 30 g/10 min under the load of 2.16 kg at 230 ° C according to ASTM D1238.
  • the photosensitive color-changing polypropylene composition further comprises 0.5-2 parts of an auxiliary agent selected from one or a mixture of an antioxidant, a light stabilizer, or a lubricant.
  • the antioxidant is a mixture of hindered phenols and phosphite antioxidants.
  • the light stabilizer is a hindered amine light stabilizer.
  • the lubricant is selected from one or a mixture of ethylene bis stearamide, erucamide, zinc stearate or silicone oil.
  • a photochromic polypropylene composition can be used in automotive dashboards, sub-dashboards, seats, door panels, bumpers or columns.
  • the present invention has the following beneficial effects:
  • the microcapsule wall material makes the core material photo-deformation material not be destroyed by the ultraviolet light in the sunlight, thereby effectively protecting the optically variable material from the long-term illumination of the sunlight.
  • the prepared polypropylene composition has fast discoloration and good long-term weather resistance.
  • Polypropylene resin random copolymer polypropylene resin, J-570S, Lotte Chemical Co., Ltd., tested at 230 ° C, 2.16 kg load according to ASTM D-1238 melt flow rate of 28g/10min;
  • Photochromic powder produced by Guangzhou Jingcai Pigment Technology Co., Ltd.;
  • Spiropyran compound N-hydroxyethyl-3,3-dimethyl-6-nitroporphyrin spiropyran, produced by Guangzhou Wengjiang Chemical Reagent Co., Ltd.; toluene diisocyanate, BASF;
  • Emulsifier Tween 80 Guangzhou Hao Chemical Co., Ltd.;
  • Antioxidants, light stabilizers, lubricants, melamine, formaldehyde, sodium dodecyl sulfonate are all commercially available.
  • the concentration of the above aqueous sodium dodecylsulfonate solution is 0.8% by weight, and the product is a photosensitive color-changing microcapsule A having a particle diameter of 0.5 um.
  • the concentration of the above aqueous sodium dodecylsulfonate solution is 0.7% by weight, and the product is a photosensitive color-changing microcapsule B having a particle diameter of 1 ⁇ m.
  • the concentration of the above aqueous sodium dodecyl sulfate solution is 0.6% by weight, and the product is a photosensitive color-changing microcapsule C having a particle diameter of 2.5 ⁇ m.
  • the concentration of the above aqueous sodium dodecylsulfonate solution is 0.5% by weight, and the product is a photosensitive color-changing microcapsule D having a particle diameter of 4 ⁇ m.
  • the concentration of the above aqueous sodium dodecyl sulfate is 0.4% by weight, and the product is a photosensitive color-changing microcapsule E having a particle size of 5 ⁇ m.
  • the above aqueous sodium dodecylsulfonate solution has a concentration of 0.3% by weight, and the product is a photosensitive color-changing microcapsule F having a particle diameter of 7 ⁇ m.
  • the spiropyran compound was added to a three-necked flask, and 20 ml of toluene diisocyanate (TDI), 10 ml of polypropylene glycol, 1.5 ml of emulsifier Tween 80, and 23 ml of acetone were slowly added dropwise, stirred at a low speed of 200 r/min for 10 min, and reacted at 46 ° C for 30 min.
  • TDI toluene diisocyanate
  • 10 ml of polypropylene glycol 1.5 ml of emulsifier Tween 80
  • 23 ml of acetone were slowly added dropwise, stirred at a low speed of 200 r/min for 10 min, and reacted at 46 ° C for 30 min.
  • DMPA Dimethylolpropionic acid
  • the polypropylene resin, the antioxidant, the light stabilizer, the lubricant and the photochromic microcapsules are mixed and added to a twin-screw extruder for melt-kneading, and the melt-kneading temperature is 170 to 190 ° C. Extrusion granulation gave the polypropylene composition, which was then injection molded into a color plate for testing its color change properties.
  • polypropylene resin, antioxidant, light stabilizer, lubricant and photosensitive color changing powder are mixed and added to a twin-screw extruder for melt-kneading, and the melt-kneading temperature is 170-190 ° C.
  • Granulation was carried out to obtain the polypropylene composition, and then the composition was injection molded into a color plate for testing its discoloration property.
  • the L, a, b and ⁇ E of the swatch before the sun illumination and after 30 days of sunlight are measured by a color difference meter of Color-Eye 7000a.
  • the Lab color model is composed of illuminance L and related colors a and b.
  • the polypropylene composition prepared in the example has a small color difference ⁇ E after 30 days of continuous sunlight illumination, and can be changed back to the original color when the light is removed.
  • the polypropylene composition of the photosensitive color-changing microcapsules which were not subjected to microcapsule coating or the photosensitive color-changing microcapsules which were made of micro-capsules in the comparative example had a large color difference ⁇ E after continuous illumination for 30 days, and could not be changed back to the original color when the light was removed, and was ineffective. .

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

本发明公开了一种感光变色的聚丙烯组合物，按重量份计，包括如下组分：聚丙烯树脂 96.5～98.5 份；感光变色微胶囊 0.5～2.5 份；所述感光变色微胶囊的的芯材为螺吡喃化合物，壁材为三聚氰胺甲醛树脂，壁材由甲醛和三聚氰胺聚合而成，甲醛/三聚氰胺摩尔比为 2.5/1～3/1，首先将三聚氰胺和甲醛在 pH 为 7.5～8.5 环境下发生加成反应得到羟甲基三聚氰胺预聚物，然后将光变材料螺吡喃化合物分散在 0.2-1.0wt％浓度的十二烷基磺酸钠水溶液中，最后将羟甲基三聚氰胺预聚物加入到上述溶液中，并将溶液调节至 pH 为 5.5～6.5 得到微胶囊乳液，80-90℃反应 3h，洗涤、抽滤、干燥后得到感光变色微胶囊。该感光变色的聚丙烯组合物能经受住太阳光长期的光照，稳定地来回变色，长期耐候性好，能广泛应用于汽车内外饰件。

Description

一种感光变色的聚丙烯组合物及其制备方法和应用 技术领域
本发明涉及塑料改性技术领域，特别涉及到一种感光变色的聚丙烯组合物及其制备方法和应用。
背景技术
随着人们个性化需求的增加，人们希望汽车制件的颜色能从静态的单一颜色转为随着环境的变化而变色的效果。变色通常需要外在环境因素作用，如光和热等。如塑料在光的作用下由一种颜色变为另外一种颜色，当避光后又变回原来的颜色。
CN 105111768 A和CN 103275509 A描述了一种变色塑料工艺配方，所述的变色塑料是由塑料本体、变色剂、光致变色材料、氧化剂和稳定剂组合而成，所述的光致变色材料是螺吡喃类材料。在紫外光照射下，无色吡喃结构中的C-O键断裂开环，得到有颜色的异喹啉异构体，异喹啉能吸收可见光而显色，螺吡喃中C-O键断裂是完全可逆的，去除紫外光照射后，开环体能回复到原来的螺环结构而不显色，变为原来的颜色，但是在可逆变化过程中会发生光化学副反应，从而影响可逆变色的循环次数，且在受到强光或强热作用时，螺吡喃易疲劳失去变色的能力，从而失效无法变色。
发明内容
本发明的目的在于提供能受住太阳光长期的光照，稳定地来回变色，长期耐候性好的一种感光变色的聚丙烯组合物。
本发明的另一目的在于提供上述聚丙烯组合物的制备方法。
一种感光变色的聚丙烯组合物，按重量份计，包括如下组分：
聚丙烯树脂        96.5～98.5份；
感光变色微胶囊    0.5～2.5份；
所述感光变色微胶囊的芯材为螺吡喃化合物，壁材为三聚氰胺甲醛树脂，三聚氰胺甲醛树脂由甲醛和三聚氰胺聚合而成。
本发明所述微胶囊制备过程包括以下步骤：首先将摩尔比为2.5/1～3/1的甲醛和三聚氰胺在pH为7.5～8.5环境下发生加成反应得到羟甲基三聚氰胺预聚物，然后将光变材料螺吡喃化合物分散在0.2～1.0wt％浓度的十二烷基磺酸钠水溶液中，最后将羟甲基三聚氰胺预聚物加入到上述溶液中，并将溶液调节至pH为5.5～6.5得到微胶囊乳液，80-90℃反应3h，洗涤、抽滤、干燥后得到感光变色微胶囊。
所述感光变色微胶囊粒径为1～5um。当微胶囊粒径太大时，微胶囊乳液不稳定易分层，微胶囊包覆性差，变色不均匀且变色前后的色差较大，所述感光变色的聚丙烯组合物的可来回变色次数减少；当微胶囊粒径太小时，十二烷基磺酸钠用量太高，残留多，气味大，成本高，且加工不易分散，变色不均匀。当微胶囊粒径为1～5um时，微胶囊包覆性好，粒径大小合适，加工分散性好。
所述聚丙烯树脂为无规共聚聚丙烯树脂，在230℃，2.16kg负荷下，按照ASTMD1238测试，无规共聚聚丙烯树脂的熔体流动速率为10～30g/10min。
所述感光变色的聚丙烯组合物还包括0.5-2份助剂，所述助剂选自抗氧剂、光稳定剂或润滑剂中的一种或几种混合物。
所述抗氧剂为受阻酚类和亚磷酸酯类抗氧剂的混合物。
所述光稳定剂为受阻胺类光稳定剂。
所述润滑剂选自乙撑双硬脂酰胺、芥酸酰胺、硬脂酸锌或硅油中的一种或者几种混合物。
将聚丙烯树脂和感光变色微胶囊混合后从位于双螺杆挤出机一端的主喂料口加入双螺杆挤出机中，如有需要额外加入抗氧剂、光稳定剂或润滑剂中的一种或几种的混合物和上述聚丙烯树脂和感光变色微胶囊一起混合后加入，进行熔融混炼，熔融混炼温度为170～190℃，挤出造粒，得到所述聚丙烯组合物。
一种感光变色的聚丙烯组合物可应用在汽车仪表板、副仪表板、座椅、门板、保险杠或立柱中。
和现有技术相比，本发明具有如下有益效果：
通过选用添加特殊结构的感光变色微胶囊，微胶囊壁材使得芯材光变材料不被太阳光中的紫外线破坏，从而可以有效地保护光变材料，使其能经受住太阳光长期的光照，稳定地来回变色，所制备的聚丙烯组合物变色快，长期耐候性好。
具体实施方式
下面通过具体实施方式来进一步说明本发明，以下实施例为本发明较佳的实施方式，但本发明的实施方式并不受下述实施例的限制。
原材料
聚丙烯树脂，无规共聚聚丙烯树脂，J-570S，乐天化学有限公司，在230℃，2.16kg负荷下按照ASTMD-1238测试熔体流动速率为28g/10min；
感光变色粉，产自广州晶彩颜料科技有限公司；
螺吡喃化合物，N-羟乙基-3,3-二甲基-6-硝基吲哚啉螺吡喃，产自广州翁江化学试剂有限公司；甲苯二异氰酸酯，BASF公司；
聚丙二醇，PPG2000，山东蓝星东大化工有限责任公司；
乳化剂吐温80，广州玥舜化工有限公司；
二羟甲基丙酸，广州新浦泰化工有限公司；
抗氧剂、光稳定剂、润滑剂、三聚氰胺、甲醛、十二烷基磺酸钠均采自商购。
实施例1-10感光变色微胶囊的制备
首先将摩尔比为2.5/1～3/1的甲醛和三聚氰胺在弱pH为7.5～8.5环境下发生加成反应得到羟甲基三聚氰胺预聚物，然后将光变材料螺吡喃化合物分散在0.2-1.0wt％浓度的十二烷基磺酸钠水溶液中，最后将羟甲基三聚氰胺预聚物加入到上述溶液中，并将溶液调节至pH为5.5～6.5得到微胶囊乳液，80-90℃反应3h，洗涤、抽滤、干燥后得到感光变色微胶囊；其中，实施例1-2中甲醛和三聚氰胺的摩尔比为2.5/1，实施例3-4中甲醛和三聚氰胺的摩尔比为2.75/1，实施例5-10中甲醛和三聚氰胺的摩尔比为3/1。
上述十二烷基磺酸钠水溶液浓度为0.8wt％，产物为感光变色微胶囊A，粒径为0.5um，
上述十二烷基磺酸钠水溶液浓度为0.7wt％，产物为感光变色微胶囊B，粒径为1um，
上述十二烷基磺酸钠水溶液浓度为0.6wt％，产物为感光变色微胶囊C，粒径为2.5um，
上述十二烷基磺酸钠水溶液浓度为0.5wt％，产物为感光变色微胶囊D，粒径为4um，
上述十二烷基磺酸钠水溶液浓度为0.4wt％，产物为感光变色微胶囊E，粒径为5um，
上述十二烷基磺酸钠水溶液浓度为0.3wt％，产物为感光变色微胶囊F，粒径为7um。
对比例4感光变色微胶囊的制备
将螺吡喃化合物加入到三口烧瓶中，缓慢滴入20ml甲苯二异氰酸酯(TDI)、10ml聚丙二醇、1.5ml乳化剂吐温80、23ml丙酮，低速200r/min搅拌10min，46℃下反应30min后，加入二羟甲基丙酸(DMPA)，升温至60℃，高速搅拌1500r/min，反应30min左右，冷却干燥，研磨成粉末状，得到粒径为2.5um的感光变色微胶囊G。
实施例1-10和对比例4感光变色的聚丙烯组合物的制备：
按表1配方，将聚丙烯树脂、抗氧剂、光稳定剂、润滑剂和感光变色微胶囊混合后加入双螺杆挤出机中，进行熔融混炼，熔融混炼温度为170～190℃，挤出造粒，得到所述聚丙烯组合物，然后将组合物注塑成色板，用于测试其变色性能。
对比例1-3感光变色的聚丙烯组合物的制备：
按表1配方，将聚丙烯树脂、抗氧剂、光稳定剂、润滑剂和感光变色粉混合后加入双螺杆挤出机中，进行熔融混炼，熔融混炼温度为170～190℃，挤出造粒，得到所述聚丙烯组合物,然后将组合物注塑成色板，用于测试其变色性能。
性能测试方法
(1)通过目视观察色板光照前的颜色、太阳光照射30天后的颜色，来观察本发明中聚丙烯组合物受到光照后能否稳定的来回变色；
(2)通过型号为Color-Eye 7000a的色差仪测定色板太阳光照前及太阳光照射30天后的L、a、b及ΔE，Lab色彩模型是由照度L和有关色彩的a,b三个要素组成，L表示照度，相当于亮度，a表示从洋红色至绿色的范围，b表示从黄色至蓝色的范围，下方表1中未经太阳光照射30天后的色板颜色使用L 1、a 1、b 1表示，经过太阳光照射30天后的颜色使用L 2、a 2、b 2表示，变色前后色差ΔE＝((L 2-L 1) 2+(a 2-a 1) 2+(b 2-b 1) 2) 1/2；
(3)熔体流动速率，230℃，2.16kg负荷下，按照ASTMD-1238测试。
表1实施例1-10及对比例1-4的各组分配比(重量份)及各性能测试结果
Figure PCTCN2018071537-appb-000001
续表1
Figure PCTCN2018071537-appb-000002
从表1数据可以看出，实施例所制备的聚丙烯组合物在加入感光变色微胶囊时，在持续太阳光照30天后的色板色差ΔE小，且去除光照时能变回原来的颜色，而对比例中加入未进行微胶囊包覆的感光变色粉或聚氨酯为壁材的感光变色微胶囊的聚丙烯组合物持续光照30天后的色差ΔE大，去除光照时不能变回原来的颜色，已失效。

Claims (10)

  1. 一种感光变色的聚丙烯组合物，其特征在于，按重量份计，包括如下组分：
    聚丙烯树脂         96.5～98.5份；
    感光变色微胶囊       0.5～2.5份；
    所述感光变色微胶囊的芯材为螺吡喃化合物，壁材为三聚氰胺甲醛树脂。
  2. 根据权利要求1所述的一种感光变色的聚丙烯组合物，其特征在于，所述感光变色微胶囊制备过程包括以下步骤：首先将摩尔比为2.5/1～3/1的甲醛和三聚氰胺在pH为7.5～8.5环境下发生加成反应得到羟甲基三聚氰胺预聚物，然后将光变材料螺吡喃化合物分散在0.2～1.0wt％浓度的十二烷基磺酸钠水溶液中，最后将羟甲基三聚氰胺预聚物加入到上述溶液中，并将溶液调节至pH为5.5～6.5得到微胶囊乳液，80-90℃反应3h，洗涤、抽滤、干燥后得到感光变色微胶囊。
  3. 根据权利要求1所述的一种感光变色的聚丙烯组合物，其特征在于，所述感光变色微胶囊粒径为1～5um。
  4. 根据权利要求1所述的一种感光变色的聚丙烯组合物，其特征在于，所述聚丙烯树脂为无规共聚聚丙烯树脂，在230℃，2.16kg负荷下，按照ASTMD1238测试，无规共聚聚丙烯树脂的熔体流动速率为10～30g/10min。
  5. 根据权利要求1所述的一种感光变色的聚丙烯组合物，其特征在于，所述感光变色的聚丙烯组合物还包括0.5-2份助剂，所述助剂选自抗氧剂、光稳定剂或润滑剂中的一种或几种混合物。
  6. 根据权利要求1所述的一种感光变色的聚丙烯组合物，其特征在于，所述抗氧剂为受阻酚类和亚磷酸酯类抗氧剂的混合物。
  7. 根据权利要求1所述的一种感光变色的聚丙烯组合物，其特征在于，所述光稳定剂为受阻胺类光稳定剂。
  8. 根据权利要求1所述的一种感光变色的聚丙烯组合物，其特征在于，所述润滑剂选自乙撑双硬脂酰胺、芥酸酰胺、硬脂酸锌或硅油中的一种或者几种混合物。
  9. 权利要求1-8任一项所述的一种感光变色的聚丙烯组合物的制备方法，其特征在于，包括以下步骤：将聚丙烯树脂和感光变色微胶囊混合后从位于双螺杆挤出机一端的主喂料口加入双螺杆挤出机中，如有需要额外加入抗氧剂、光稳定剂或润滑剂中的一种或几种的混合物和上述聚丙烯树脂和感光变色微胶囊一起混合后加入，进行熔融混炼，熔融混炼温度为170～190℃，挤出造粒，得到所述聚丙烯组合物。
  10. 权利要求1-8任一项所述的一种感光变色的聚丙烯组合物在汽车仪表板、副仪表板、座 椅、门板、保险杠或立柱中的应用。
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CN112107089A (zh) * 2020-09-16 2020-12-22 浙江理工大学 一种基于离子液体水凝胶显示安全日晒时长的健康手环的制备方法
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CN110885500A (zh) * 2019-12-03 2020-03-17 上海日之升科技有限公司 一种可光学变色的高透明聚丙烯树脂及其制备方法
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CN112107089A (zh) * 2020-09-16 2020-12-22 浙江理工大学 一种基于离子液体水凝胶显示安全日晒时长的健康手环的制备方法
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CN117568013A (zh) * 2023-09-06 2024-02-20 苏州宝丽迪材料科技股份有限公司 一种光致变色微胶囊、光致变色纤维及其制备方法
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