JP7659537B2 - フォトクロミック環状化合物、及び該フォトクロミック環状化合物を含む硬化性組成物 - Google Patents
フォトクロミック環状化合物、及び該フォトクロミック環状化合物を含む硬化性組成物 Download PDFInfo
- Publication number
- JP7659537B2 JP7659537B2 JP2022501988A JP2022501988A JP7659537B2 JP 7659537 B2 JP7659537 B2 JP 7659537B2 JP 2022501988 A JP2022501988 A JP 2022501988A JP 2022501988 A JP2022501988 A JP 2022501988A JP 7659537 B2 JP7659537 B2 JP 7659537B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- photochromic
- ring
- carbon atoms
- formula
- Prior art date
- Legal status (The legal status 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 status listed.)
- Active
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D497/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D497/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D497/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D497/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D497/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D497/20—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/22—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains four or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/159—Heterocyclic compounds having oxygen in the ring having more than two oxygen atoms in the ring
-
- 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
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
-
- 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
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5435—Silicon-containing compounds containing oxygen containing oxygen in a ring
-
- 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
- C08K5/54—Silicon-containing compounds
- C08K5/549—Silicon-containing compounds containing silicon in a ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
-
- 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
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/06—Hydroxy derivatives of triarylmethanes in which at least one OH group is bound to an aryl nucleus and their ethers or esters
-
- 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
- C09B57/00—Other synthetic dyes of known constitution
-
- 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
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/008—Dyes containing a substituent, which contains a silicium atom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
- C09K9/02—Organic tenebrescent materials
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/23—Photochromic filters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pyrane Compounds (AREA)
- Optical Filters (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020025057 | 2020-02-18 | ||
| JP2020025057 | 2020-02-18 | ||
| JP2020031674 | 2020-02-27 | ||
| JP2020031674 | 2020-02-27 | ||
| PCT/JP2021/006218 WO2021167027A1 (ja) | 2020-02-18 | 2021-02-18 | フォトクロミック環状化合物、及び該フォトクロミック環状化合物を含む硬化性組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPWO2021167027A1 JPWO2021167027A1 (https=) | 2021-08-26 |
| JP7659537B2 true JP7659537B2 (ja) | 2025-04-09 |
Family
ID=77391323
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022501988A Active JP7659537B2 (ja) | 2020-02-18 | 2021-02-18 | フォトクロミック環状化合物、及び該フォトクロミック環状化合物を含む硬化性組成物 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20230133211A1 (https=) |
| EP (1) | EP4108735A4 (https=) |
| JP (1) | JP7659537B2 (https=) |
| KR (1) | KR102879337B1 (https=) |
| CN (1) | CN115151549B (https=) |
| MX (1) | MX2022009873A (https=) |
| TW (1) | TW202146418A (https=) |
| WO (1) | WO2021167027A1 (https=) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014136919A1 (ja) | 2013-03-04 | 2014-09-12 | 株式会社トクヤマ | フォトクロミック硬化性組成物 |
| WO2016143910A1 (ja) | 2015-03-10 | 2016-09-15 | 株式会社トクヤマ | フォトクロミック硬化体の製造方法 |
| WO2019009230A1 (ja) | 2017-07-03 | 2019-01-10 | 三井化学株式会社 | 光学材料用重合性組成物および成形体 |
| WO2019228604A1 (en) | 2018-05-28 | 2019-12-05 | Transitions Optical, Ltd. | Photochromic indeno-fused naphthopyran compounds with reduced temperature dependence |
| WO2019238495A1 (de) | 2018-06-14 | 2019-12-19 | Rodenstock Gmbh | Photochrome annellierte naphthopyran-systeme mit speziellen substituenten zur realisierung sehr schneller aufhellgeschwindigkeiten |
| WO2020017610A1 (ja) | 2018-07-20 | 2020-01-23 | 株式会社トクヤマ | フォトクロミック化合物、及び該フォトクロミック化合物を含んでなる硬化性組成物 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5246079A (en) * | 1975-10-09 | 1977-04-12 | Fuji Photo Film Co Ltd | Preparation of spiropyrane derivatives |
| GB8611837D0 (en) * | 1986-05-15 | 1986-06-25 | Plessey Co Plc | Photochromic spiropyran compounds |
| JPH04112885A (ja) * | 1990-09-03 | 1992-04-14 | Tokuyama Soda Co Ltd | スピロピラン化合物及びその製造方法 |
| JP3248768B2 (ja) * | 1993-01-07 | 2002-01-21 | 株式会社トクヤマ | スピロピラン化合物及びフォトクロミック材 |
| JPH08217985A (ja) * | 1995-02-15 | 1996-08-27 | Fuji Photo Film Co Ltd | 新規化合物およびそれを用いた要素 |
| JPH08291285A (ja) * | 1995-04-21 | 1996-11-05 | Fuji Photo Film Co Ltd | 感光性組成物及びそれを用いた要素 |
| US5656206A (en) * | 1995-06-14 | 1997-08-12 | Transitions Optical, Inc. | Substituted naphthopyrans |
| JP4531984B2 (ja) * | 1998-09-11 | 2010-08-25 | トランジションズ・オプティカル・インコーポレイテッド | 重合性ポリアルコキシル化ナフトピラン |
| KR20000063142A (ko) | 2000-02-17 | 2000-11-06 | 이응찬 | 폴리오르가노실세스키옥산 제조용 출발물질,폴리오르가노실세스키옥산 및 폴리오르가노실세스키옥산제조방법 |
| JP4663523B2 (ja) | 2003-09-18 | 2011-04-06 | 株式会社トクヤマ | クロメン化合物 |
| BR112012006058A2 (pt) * | 2009-09-18 | 2015-09-08 | Tokuyama Corp | composto, composição fotocrômica curável, e, artigo óptico. |
| JP6798851B2 (ja) | 2016-10-14 | 2020-12-09 | 株式会社トクヤマ | クロメン化合物、及び該クロメン化合物を含む硬化性組成物 |
| JP7143294B2 (ja) | 2017-06-20 | 2022-09-28 | 株式会社トクヤマ | フォトクロミック性ポリロタキサン化合物、及び該フォトクロミック性ポリロタキサン化合物を含んでなる硬化性組成物 |
| KR102556784B1 (ko) * | 2017-07-14 | 2023-07-19 | 가부시끼가이샤 도꾸야마 | 크로멘 화합물, 해당 화합물을 포함하는 경화성 조성물, 및 해당 경화성 조성물을 포함하는 경화체를 포함하는 광학 물품 |
| JP7195209B2 (ja) * | 2018-04-17 | 2022-12-23 | 株式会社トクヤマ | フォトクロミック化合物、該フォトクロミック化合物を含む硬化性組成物、及び該硬化性組成物からなるフォトクロミック硬化体 |
| CN111718706A (zh) * | 2020-06-11 | 2020-09-29 | 畅的新材料科技(上海)有限公司 | 一种由无色变绿色的螺吡喃光致变色化合物及其制备方法和应用 |
| JP2022046079A (ja) * | 2020-09-10 | 2022-03-23 | Dic株式会社 | 二色性色素及びその液晶組成物 |
| JP2022066178A (ja) * | 2020-10-16 | 2022-04-28 | 関西ペイント株式会社 | 光輝性塗料組成物 |
-
2021
- 2021-02-18 JP JP2022501988A patent/JP7659537B2/ja active Active
- 2021-02-18 EP EP21757643.8A patent/EP4108735A4/en active Pending
- 2021-02-18 MX MX2022009873A patent/MX2022009873A/es unknown
- 2021-02-18 CN CN202180015122.6A patent/CN115151549B/zh active Active
- 2021-02-18 TW TW110105516A patent/TW202146418A/zh unknown
- 2021-02-18 WO PCT/JP2021/006218 patent/WO2021167027A1/ja not_active Ceased
- 2021-02-18 US US17/798,597 patent/US20230133211A1/en active Pending
- 2021-02-18 KR KR1020227025364A patent/KR102879337B1/ko active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014136919A1 (ja) | 2013-03-04 | 2014-09-12 | 株式会社トクヤマ | フォトクロミック硬化性組成物 |
| WO2016143910A1 (ja) | 2015-03-10 | 2016-09-15 | 株式会社トクヤマ | フォトクロミック硬化体の製造方法 |
| WO2019009230A1 (ja) | 2017-07-03 | 2019-01-10 | 三井化学株式会社 | 光学材料用重合性組成物および成形体 |
| WO2019228604A1 (en) | 2018-05-28 | 2019-12-05 | Transitions Optical, Ltd. | Photochromic indeno-fused naphthopyran compounds with reduced temperature dependence |
| WO2019238495A1 (de) | 2018-06-14 | 2019-12-19 | Rodenstock Gmbh | Photochrome annellierte naphthopyran-systeme mit speziellen substituenten zur realisierung sehr schneller aufhellgeschwindigkeiten |
| WO2020017610A1 (ja) | 2018-07-20 | 2020-01-23 | 株式会社トクヤマ | フォトクロミック化合物、及び該フォトクロミック化合物を含んでなる硬化性組成物 |
Non-Patent Citations (1)
| Title |
|---|
| Tetrahedron,2004年,60(11),P.2593-2599 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20230133211A1 (en) | 2023-05-04 |
| TW202146418A (zh) | 2021-12-16 |
| KR20220139300A (ko) | 2022-10-14 |
| KR102879337B1 (ko) | 2025-11-03 |
| EP4108735A1 (en) | 2022-12-28 |
| WO2021167027A1 (ja) | 2021-08-26 |
| MX2022009873A (es) | 2022-08-22 |
| CN115151549B (zh) | 2023-12-19 |
| JPWO2021167027A1 (https=) | 2021-08-26 |
| EP4108735A4 (en) | 2024-03-27 |
| CN115151549A (zh) | 2022-10-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP7721446B2 (ja) | フォトクロミック化合物及び該フォトクロミック化合物を含む硬化性組成物 | |
| JP2018062496A (ja) | クロメン化合物、及び該クロメン化合物を含む硬化性組成物 | |
| EP4467547A1 (en) | Photochromic compound, naphthol derivative, curable composition, optical article, lens, and eyeglasses | |
| JP7797391B2 (ja) | フォトクロミック化合物、フォトクロミック硬化性組成物、硬化体、レンズ及び眼鏡 | |
| JP2021134330A (ja) | フォトクロミック化合物、及び該フォトクロミック化合物を含む硬化性組成物 | |
| WO2024202086A1 (ja) | フォトクロミック化合物、ナフトール誘導体、硬化性組成物、光学物品、レンズ、及び眼鏡 | |
| CN121693496A (zh) | 光致变色化合物、酚衍生物、固化性组合物、光学物品、镜片和眼镜 | |
| JP7659537B2 (ja) | フォトクロミック環状化合物、及び該フォトクロミック環状化合物を含む硬化性組成物 | |
| US12595408B2 (en) | Photochromic compound, naphthol derivative, curable composition, optical article, lens, and eyeglasses | |
| KR20250167595A (ko) | 포토크로믹 화합물, 프로파르길알코올 화합물, 경화성 조성물, 광학 물품, 렌즈 및 안경 | |
| KR20260053292A (ko) | 포토크로믹 화합물, 나프톨 유도체, 경화성 조성물, 광학 물품, 렌즈 및 안경 | |
| WO2025041625A1 (ja) | フォトクロミック化合物、ナフトール誘導体、硬化性組成物、光学物品、レンズ、及び眼鏡 | |
| CN121666384A (zh) | 光致变色化合物、固化性组合物、光学物品、镜片和眼镜 | |
| KR20260051373A (ko) | 포토크로믹 화합물, 경화성 조성물, 광학 물품, 렌즈 및 안경 | |
| WO2025070122A1 (ja) | フォトクロミック組成物、硬化性組成物、光学物品、レンズ、及び眼鏡 | |
| CN121773177A (zh) | 光致变色组合物、固化性组合物、光学物品、镜片和眼镜 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RD03 | Notification of appointment of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7423 Effective date: 20230828 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20231024 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20241119 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20250117 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20250318 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20250328 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 7659537 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |