CN103045228A - 电致变色材料及电致变色器件 - Google Patents
电致变色材料及电致变色器件 Download PDFInfo
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- CN103045228A CN103045228A CN2012105425761A CN201210542576A CN103045228A CN 103045228 A CN103045228 A CN 103045228A CN 2012105425761 A CN2012105425761 A CN 2012105425761A CN 201210542576 A CN201210542576 A CN 201210542576A CN 103045228 A CN103045228 A CN 103045228A
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- electrochromic material
- monomer
- electrochromic
- salt
- acrylic acid
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- 239000000463 material Substances 0.000 title claims abstract description 72
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 38
- -1 acrylic acid ion salt Chemical class 0.000 claims abstract description 35
- 229920000867 polyelectrolyte Polymers 0.000 claims abstract description 34
- 239000011521 glass Substances 0.000 claims abstract description 31
- 239000000203 mixture Substances 0.000 claims abstract description 27
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims abstract description 8
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical group O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims abstract description 8
- QXBUYALKJGBACG-UHFFFAOYSA-N 10-methylphenothiazine Chemical compound C1=CC=C2N(C)C3=CC=CC=C3SC2=C1 QXBUYALKJGBACG-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000178 monomer Substances 0.000 claims description 48
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 26
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 25
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 229920000554 ionomer Polymers 0.000 claims description 20
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 238000001816 cooling Methods 0.000 claims description 14
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims description 12
- 239000007787 solid Substances 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 10
- 150000001336 alkenes Chemical class 0.000 claims description 10
- 239000008151 electrolyte solution Substances 0.000 claims description 9
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 8
- 238000002425 crystallisation Methods 0.000 claims description 7
- 230000003292 diminished effect Effects 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 7
- 239000000706 filtrate Substances 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 7
- 239000003999 initiator Substances 0.000 claims description 7
- 238000010526 radical polymerization reaction Methods 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 6
- 238000007334 copolymerization reaction Methods 0.000 claims description 6
- 229920000831 ionic polymer Polymers 0.000 claims description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 6
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 6
- 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 5
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 5
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 5
- 239000002245 particle Substances 0.000 claims description 5
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 5
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- MWVTWFVJZLCBMC-UHFFFAOYSA-N 4,4'-bipyridine Chemical group C1=NC=CC(C=2C=CN=CC=2)=C1 MWVTWFVJZLCBMC-UHFFFAOYSA-N 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 3
- QVLNJJLJVMLHFO-UHFFFAOYSA-N [F].[O-2].[Zn+2] Chemical compound [F].[O-2].[Zn+2] QVLNJJLJVMLHFO-UHFFFAOYSA-N 0.000 claims description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 3
- 239000000956 alloy Substances 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- 239000004411 aluminium Substances 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 238000006664 bond formation reaction Methods 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 claims description 3
- 229910052741 iridium Inorganic materials 0.000 claims description 3
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000004437 phosphorous atom Chemical group 0.000 claims description 3
- 229910052698 phosphorus Chemical group 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 3
- 229910052703 rhodium Inorganic materials 0.000 claims description 3
- 239000010948 rhodium Substances 0.000 claims description 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052707 ruthenium Inorganic materials 0.000 claims description 3
- 229910052709 silver Inorganic materials 0.000 claims description 3
- 239000004332 silver Substances 0.000 claims description 3
- 238000004513 sizing Methods 0.000 claims description 3
- 238000002834 transmittance Methods 0.000 claims description 3
- 239000011787 zinc oxide Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 2
- 230000005684 electric field Effects 0.000 abstract description 6
- 230000005012 migration Effects 0.000 abstract description 4
- 238000013508 migration Methods 0.000 abstract description 4
- 239000003792 electrolyte Substances 0.000 abstract description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000004020 conductor Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- RLAYASALRCRXIM-UHFFFAOYSA-M C(C=C)(=O)[O-].C(CCCCCCCCCCC)[N+](CC)(O)O Chemical compound C(C=C)(=O)[O-].C(CCCCCCCCCCC)[N+](CC)(O)O RLAYASALRCRXIM-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 238000001962 electrophoresis Methods 0.000 description 2
- 238000005562 fading Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- ZWFUXWQBNLJJLF-UHFFFAOYSA-M prop-2-enoate;tetraethylazanium Chemical compound [O-]C(=O)C=C.CC[N+](CC)(CC)CC ZWFUXWQBNLJJLF-UHFFFAOYSA-M 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 1
- NQSLZEHVGKWKAY-UHFFFAOYSA-N 6-methylheptyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(C)=C NQSLZEHVGKWKAY-UHFFFAOYSA-N 0.000 description 1
- HIRMTQUJKUWCLN-UHFFFAOYSA-N C1C23C4NCCC4C2C13 Chemical compound C1C23C4NCCC4C2C13 HIRMTQUJKUWCLN-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- QOQHDJZWGSAHFL-UHFFFAOYSA-N butylphosphanium;bromide Chemical class [Br-].CCCC[PH3+] QOQHDJZWGSAHFL-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 208000002925 dental caries Diseases 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 239000004984 smart glass Substances 0.000 description 1
- HWCKGOZZJDHMNC-UHFFFAOYSA-M tetraethylammonium bromide Chemical compound [Br-].CC[N+](CC)(CC)CC HWCKGOZZJDHMNC-UHFFFAOYSA-M 0.000 description 1
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Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103992434A (zh) * | 2014-04-23 | 2014-08-20 | 宁波祢若电子科技有限公司 | 一种紫外线固化电解质凝胶及其在电致变色器件中的应用 |
CN108254989A (zh) * | 2016-12-29 | 2018-07-06 | 宁波祢若电子科技有限公司 | 全固态电致变色窗和固态电致变色镜及其制备方法 |
CN110452586A (zh) * | 2019-08-06 | 2019-11-15 | 南京本草环境科技有限公司 | 一种电致变色涂膜的制备方法 |
CN111722449A (zh) * | 2020-06-08 | 2020-09-29 | 中国乐凯集团有限公司 | 柔性电致变色器件及其制备方法 |
CN111830734A (zh) * | 2020-07-27 | 2020-10-27 | 深圳派霍尔科技有限公司 | 一种预防近视用变色眼镜片及其制备方法 |
CN112631033A (zh) * | 2019-09-24 | 2021-04-09 | 北京开阳亮微科技有限公司 | 用于形成溶液型电致变色层的组合物以及由其制备的电致变色层和电致变色装置 |
CN112631032A (zh) * | 2019-09-24 | 2021-04-09 | 北京开阳亮微科技有限公司 | 用于形成溶液型电致变色层的组合物以及由其制备的电致变色层和电致变色装置 |
CN113480681A (zh) * | 2021-06-15 | 2021-10-08 | 爱卓智能科技(上海)有限公司 | 一种电致变色材料的化合物及其制作方法 |
CN114296283A (zh) * | 2021-12-15 | 2022-04-08 | 北京大学深圳研究生院 | 一种电致变色器件及其制备方法 |
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Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103992434A (zh) * | 2014-04-23 | 2014-08-20 | 宁波祢若电子科技有限公司 | 一种紫外线固化电解质凝胶及其在电致变色器件中的应用 |
CN108254989A (zh) * | 2016-12-29 | 2018-07-06 | 宁波祢若电子科技有限公司 | 全固态电致变色窗和固态电致变色镜及其制备方法 |
CN108254989B (zh) * | 2016-12-29 | 2020-09-29 | 宁波祢若电子科技有限公司 | 全固态电致变色窗和固态电致变色镜及其制备方法 |
CN110452586A (zh) * | 2019-08-06 | 2019-11-15 | 南京本草环境科技有限公司 | 一种电致变色涂膜的制备方法 |
CN112631033A (zh) * | 2019-09-24 | 2021-04-09 | 北京开阳亮微科技有限公司 | 用于形成溶液型电致变色层的组合物以及由其制备的电致变色层和电致变色装置 |
CN112631032A (zh) * | 2019-09-24 | 2021-04-09 | 北京开阳亮微科技有限公司 | 用于形成溶液型电致变色层的组合物以及由其制备的电致变色层和电致变色装置 |
CN112631033B (zh) * | 2019-09-24 | 2022-11-01 | 青岛凯欧斯光电科技有限公司 | 用于形成溶液型电致变色层的组合物以及由其制备的电致变色层和电致变色装置 |
CN112631032B (zh) * | 2019-09-24 | 2022-12-09 | 青岛凯欧斯光电科技有限公司 | 用于形成溶液型电致变色层的组合物以及由其制备的电致变色层和电致变色装置 |
CN111722449A (zh) * | 2020-06-08 | 2020-09-29 | 中国乐凯集团有限公司 | 柔性电致变色器件及其制备方法 |
CN111722449B (zh) * | 2020-06-08 | 2023-09-26 | 中国乐凯集团有限公司 | 柔性电致变色器件及其制备方法 |
CN111830734A (zh) * | 2020-07-27 | 2020-10-27 | 深圳派霍尔科技有限公司 | 一种预防近视用变色眼镜片及其制备方法 |
CN111830734B (zh) * | 2020-07-27 | 2023-03-21 | 深圳派霍尔科技有限公司 | 一种预防近视用变色眼镜片及其制备方法 |
CN113480681A (zh) * | 2021-06-15 | 2021-10-08 | 爱卓智能科技(上海)有限公司 | 一种电致变色材料的化合物及其制作方法 |
CN114296283A (zh) * | 2021-12-15 | 2022-04-08 | 北京大学深圳研究生院 | 一种电致变色器件及其制备方法 |
CN114296283B (zh) * | 2021-12-15 | 2023-09-05 | 北京大学深圳研究生院 | 一种电致变色器件及其制备方法 |
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