TW201912721A - 羅丹明連結化合物 - Google Patents

羅丹明連結化合物 Download PDF

Info

Publication number: TW201912721A
Authority: TW; Taiwan
Prior art keywords: group; formula; compound; preferred; anion
Prior art date: 2017-08-31

Application number

TW107130446A

Other languages

English (en)

Chinese (zh)

Inventor

加藤隆二

榎木正美

鈴木克史

村瀬哲司

今關重明

Original Assignee

日商富士軟片和光純藥股份有限公司

學校法人日本大學

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2017-08-31

Filing date

2018-08-31

Publication date

2019-04-01

2018-08-31 Application filed by 日商富士軟片和光純藥股份有限公司, 學校法人日本大學 filed Critical 日商富士軟片和光純藥股份有限公司

2019-04-01 Publication of TW201912721A publication Critical patent/TW201912721A/zh

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 132
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 title abstract description 47
150000001450 anions Chemical class 0.000 claims abstract description 61
125000001424 substituent group Chemical group 0.000 claims abstract description 56
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 49
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 33
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 21
125000002947 alkylene group Chemical group 0.000 claims abstract description 11
125000004432 carbon atom Chemical group C* 0.000 claims description 68
125000000217 alkyl group Chemical group 0.000 claims description 63
239000000203 mixture Substances 0.000 claims description 36
238000004040 coloring Methods 0.000 claims description 24
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
229910052799 carbon Inorganic materials 0.000 claims description 14
125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
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239000000049 pigment Substances 0.000 description 55
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 27
238000006243 chemical reaction Methods 0.000 description 26
238000000034 method Methods 0.000 description 26
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125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 23
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238000005259 measurement Methods 0.000 description 19
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238000002835 absorbance Methods 0.000 description 18
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 17
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150000003839 salts Chemical group 0.000 description 15
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IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 12
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ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 7
229910052783 alkali metal Inorganic materials 0.000 description 7
239000007864 aqueous solution Substances 0.000 description 7
239000002585 base Substances 0.000 description 7
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230000000052 comparative effect Effects 0.000 description 7
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XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 7
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 7
VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 6
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 6
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239000002253 acid Substances 0.000 description 6
229910052796 boron Inorganic materials 0.000 description 6
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
235000011187 glycerol Nutrition 0.000 description 6
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239000000178 monomer Substances 0.000 description 6
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238000003786 synthesis reaction Methods 0.000 description 6
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ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 5
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 5
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ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 description 4
TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 4
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
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ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
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125000001624 naphthyl group Chemical group 0.000 description 1
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125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
WKGDNXBDNLZSKC-UHFFFAOYSA-N oxido(phenyl)phosphanium Chemical compound O=[PH2]c1ccccc1 WKGDNXBDNLZSKC-UHFFFAOYSA-N 0.000 description 1
JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
239000003973 paint Substances 0.000 description 1
239000000123 paper Substances 0.000 description 1
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
WEAYWASEBDOLRG-UHFFFAOYSA-N pentane-1,2,5-triol Chemical compound OCCCC(O)CO WEAYWASEBDOLRG-UHFFFAOYSA-N 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
125000005010 perfluoroalkyl group Chemical group 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
229940085991 phosphate ion Drugs 0.000 description 1
DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
238000000016 photochemical curing Methods 0.000 description 1
CLYVDMAATCIVBF-UHFFFAOYSA-N pigment red 224 Chemical compound C=12C3=CC=C(C(OC4=O)=O)C2=C4C=CC=1C1=CC=C2C(=O)OC(=O)C4=CC=C3C1=C42 CLYVDMAATCIVBF-UHFFFAOYSA-N 0.000 description 1
229940104573 pigment red 5 Drugs 0.000 description 1
PJGSXYOJTGTZAV-UHFFFAOYSA-N pinacolone Chemical compound CC(=O)C(C)(C)C PJGSXYOJTGTZAV-UHFFFAOYSA-N 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000962 poly(amidoamine) Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920006122 polyamide resin Polymers 0.000 description 1
229920005668 polycarbonate resin Polymers 0.000 description 1
239000004431 polycarbonate resin Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920001225 polyester resin Polymers 0.000 description 1
239000004645 polyester resin Substances 0.000 description 1
239000002861 polymer material Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920005672 polyolefin resin Polymers 0.000 description 1
229920000137 polyphosphoric acid Polymers 0.000 description 1
229920005650 polypropylene glycol diacrylate Polymers 0.000 description 1
229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 1
229920005990 polystyrene resin Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
230000003449 preventive effect Effects 0.000 description 1
238000012545 processing Methods 0.000 description 1
UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
CYIRLFJPTCUCJB-UHFFFAOYSA-N propyl 2-methoxypropanoate Chemical compound CCCOC(=O)C(C)OC CYIRLFJPTCUCJB-UHFFFAOYSA-N 0.000 description 1
LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
238000011403 purification operation Methods 0.000 description 1
238000006862 quantum yield reaction Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
WPPDXAHGCGPUPK-UHFFFAOYSA-N red 2 Chemical compound C1=CC=CC=C1C(C1=CC=CC=C11)=C(C=2C=3C4=CC=C5C6=CC=C7C8=C(C=9C=CC=CC=9)C9=CC=CC=C9C(C=9C=CC=CC=9)=C8C8=CC=C(C6=C87)C(C=35)=CC=2)C4=C1C1=CC=CC=C1 WPPDXAHGCGPUPK-UHFFFAOYSA-N 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
239000001022 rhodamine dye Substances 0.000 description 1
238000007650 screen-printing Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
238000004528 spin coating Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
230000001629 suppression Effects 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
238000012719 thermal polymerization Methods 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
238000001721 transfer moulding Methods 0.000 description 1
238000002834 transmittance Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
OIHZGFWAMWHYPA-UHFFFAOYSA-N xanthylium Chemical class C1=CC=CC2=CC3=CC=CC=C3[O+]=C21 OIHZGFWAMWHYPA-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/28—Pyronines ; Xanthon, thioxanthon, selenoxanthan, telluroxanthon dyes
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
- C07D311/82—Xanthenes

Landscapes

Physics & Mathematics (AREA)
General Physics & Mathematics (AREA)
Optics & Photonics (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Optical Filters (AREA)
Pyrane Compounds (AREA)

TW107130446A 2017-08-31 2018-08-31 羅丹明連結化合物 TW201912721A (zh)

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JP2017-166981		2017-08-31
JP2017166981		2017-08-31

Publications (1)

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TW201912721A true TW201912721A (zh)	2019-04-01

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JP (1)	JPWO2019044872A1 (fr)
TW (1)	TW201912721A (fr)
WO (1)	WO2019044872A1 (fr)

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Publication number	Priority date	Publication date	Assignee	Title
JP2022056354A (ja) *	2020-09-29	2022-04-08	保土谷化学工業株式会社	キサンテン色素、該色素を含有する着色組成物、カラーフィルター用着色剤およびカラーフィルター

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2655177C3 (de) *	1976-12-06	1979-05-17	Max-Planck-Gesellschaft Zur Foerderung Der Wissenschaften E.V., 3400 Goettingen	Stimulierbares Medium für einen Farbstofflaser
DE3821196A1 (de) *	1988-06-23	1990-02-15	Basf Ag	Basische rhodamin-farbstoffe
US5772894A (en) *	1996-07-17	1998-06-30	Nalco Chemical Company	Derivatized rhodamine dye and its copolymers
KR101276212B1 (ko) *	2005-10-03	2013-06-25	시바 홀딩 인코포레이티드	크산텐 염료
KR101932038B1 (ko) *	2010-03-15	2018-12-26	퍼듀 리서치 파운데이션	향상된 광학 특징을 가지는 고차 구조의 염료
JP2012007121A (ja) *	2010-06-28	2012-01-12	Sumitomo Chemical Co Ltd	化合物及び着色組成物
JP5482878B2 (ja) *	2012-01-30	2014-05-07	Ｊｓｒ株式会社	着色剤、着色組成物、カラーフィルタ及び表示素子
EP3124551B1 (fr) *	2014-03-28	2017-12-13	Wako Pure Chemical Industries, Ltd.	Composition colorante à base de rhodamine
EP3165541B1 (fr) *	2014-07-03	2020-09-09	FUJIFILM Wako Pure Chemical Corporation	Polymère greffé, matière colorée de résine, procédé pour la production de celle-ci et composition de résine contenant la matière colorée de résine

2018
- 2018-08-29 JP JP2019539559A patent/JPWO2019044872A1/ja active Pending
- 2018-08-29 WO PCT/JP2018/031869 patent/WO2019044872A1/fr not_active Ceased
- 2018-08-31 TW TW107130446A patent/TW201912721A/zh unknown

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WO2019044872A1 (fr)	2019-03-07
JPWO2019044872A1 (ja)	2020-10-08

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