2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline(BCP) - ≥98% , CAS No.4733-39-5

CAS: 4733-39-5 Cat. No.: B106279 Molecular Weight: 360.45 Beilstein Registry Number: 306714 EC Number: 225-240-5

GRADE & PURITY ≥98%

Synonyms

2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

It is used as a reagent for the determination of copper. It acts as an exciton blocking barrier which prohibits excitons diffusion process towards the Al electrode otherwise being quenched. It is the most commonly used buffer layer between acceptor and cathode layer.

Purpose

Use as Electron Transport / Hole Blocking Layer (ETL / HBL) in OLED and perovskite solar cells.

Specifications

Synonyms

2, 9-Dimethyl-4, 7-diphenyl-1, 10-phenanthroline

Specifications & Purity

≥98%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488183670
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183670
• Canonical Smiles: CC1=CC(=C2C=CC3=C(C=C(N=C3C2=N1)C)C4=CC=CC=C4)C5=CC=CC=C5
• IUPAC Name: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline
• InChIKey: STTGYIUESPWXOW-UHFFFAOYSA-N
• INCHI: 1S/C26H20N2/c1-17-15-23(19-9-5-3-6-10-19)21-13-14-22-24(20-11-7-4-8-12-20)16-18(2)28-26(22)25(21)27-17/h3-16H,1-2H3
• Isomeric SMILES: CC1=CC(=C2C=CC3=C(C=C(N=C3C2=N1)C)C4=CC=CC=C4)C5=CC=CC=C5
• WGK Germany: 3
• Molecular Weight: 360.45
• Beilstein: 306714
• Reaxy-Rn: 306714
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=306714&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Phenylquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Phenylquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylquinolines
• Alternative Parents: Phenanthrolines Phenylpyridines Methylpyridines Benzene and substituted derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylquinoline - 1,10-phenanthroline - 4-phenylpyridine - Methylpyridine - Benzenoid - Pyridine - Monocyclic benzene moiety - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol (36mg/100ml), ethanol, 2-propanol, bezene, and acetone. Partly miscible in water.
• Sensitivity: air sensitive
• Melt Point(°C): 277-285°C
• Molecular Weight: 360.400 g/mol
• XLogP3: 6.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 360.163 Da
• Monoisotopic Mass: 360.163 Da
• Topological Polar Surface Area: 25.800 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 461.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jiejing Zhang, Qingyun Yang, Can Gao, Xinyao Wang, Chunxiao Gao, Xizhe Liu.  (2023)  Copper doped lanthanum hydroxide nanorods as a low temperature processable hole transport material for perovskite solar cells.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2023.233797]

2. Jiejing Zhang, Sha Zhu, Qingyun Yang, Chunxiao Gao, Xizhe Liu.  (2023)  Copper-Doped InxGa2−xO3 Nanocrystals as Efficient Hole Transport Materials of Perovskite Solar Cells by Regulating Energy Levels.  Solar RRL,  7  (14): (2300263).  [PMID:] [10.1002/solr.202300263]

3. Zhongping Su, Haiying Xu, Ying Zhang, Huanli Zhang, Hui Zhang, Yujun Bao, Xiaodan Wu, Rui Yan, Guanghui Tan, Zhiqiang Wang, Yingxue Jin.  (2023)  A carbon dot-doped Cu-MOF-based smart nanoplatform for enhanced immune checkpoint blockade therapy and synergistic multimodal cancer therapy.  Journal of Materials Chemistry B,  11  (19): (4211-4226).  [PMID:37114499] [10.1039/D3TB00384A]

4. Xiaolu Xiong, Chengwang Guo, Gengyang Yan, Bingxin Han, Zan Wu, Yueqian Chen, Shiqi Xu, Peng Shao, Hong Song, Xiyan Xu, Junfeng Han.  (2022)  Simultaneous Cross-type Detection of Water Quality Indexes via a Smartphone-App Integrated Microfluidic Paper-Based Platform.  ACS Omega,      [PMID:36506192] [10.1021/acsomega.2c05938]

5. Dong Yang, Yujuan Weng, Zhitao Shen, Mengqi Jin, Hu Shen, Qing Du, Jihong Zheng, Fumin Li, Chong Chen.  (2022)  Simultaneous interfacial and bulk defect passivation and interface energy band alignment optimization via In(SCN2H4)3Cl3 diffusion doping for inverted perovskite solar cells.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.140160]

6. Yi Ding, Yan Wu, Ying Tian, Yuzeng Xu, Minna Hou, Bo Zhou, Jingshan Luo, Guofu Hou, Ying Zhao, Xiaodan Zhang.  (2020)  Effects of guanidinium cations on structural, optoelectronic and photovoltaic properties of perovskites.  Journal of Energy Chemistry,      [PMID:] [10.1016/j.jechem.2020.09.036]

7. Gao Liguo, Yan Yeling, Li Yang, Ma Tingli.  (2020)  Comparison of Physical Isolation on Large Active Area Perovskite Solar Cells.  CHEMICAL RESEARCH IN CHINESE UNIVERSITIES,  36  (6): (1279-1283).  [PMID:] [10.1007/s40242-020-0060-z]

8. Li Fang, Hu Yuting, Li Zimu, Liu Jiachang, Guo Lei, He Jianbo.  (2019)  Three-dimensional microfluidic paper-based device for multiplexed colorimetric detection of six metal ions combined with use of a smartphone.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  411  (24): (6497-6508).  [PMID:31350590] [10.1007/s00216-019-02032-5]

9. Ning Li, Fan Xu, Zhiwen Qiu, Jialiang Liu, Xingxing Wan, Xiaomeng Zhu, Huanqin Yu, Chen Li, Yining Liu, Bingqiang Cao.  (2019)  Sealing the domain boundaries and defects passivation by Poly(acrylic acid) for scalable blading of efficient perovskite solar cells.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2019.04.041]

10. Xiaomeng Zhu, Jing Sun, Shuai Yuan, Ning Li, Zhiwen Qiu, Jinbiao Jia, Yining Liu, Jia Dong, Pin Lv, Bingqiang Cao.  (2019)  Efficient and stable planar perovskite solar cells with carbon quantum dots-doped PCBM electron transport layer.  NEW JOURNAL OF CHEMISTRY,  43  (18): (7130-7135).  [PMID:] [10.1039/C8NJ06146G]

11. Jiandong Wang, Xiang Yao, Wen-Jing Xiao, Shuhui Wang, Guiying Xu, Xue-Qiang Chen, Si-Cheng Wu, Iris Visoly-Fisher, Eugene A. Katz, Yaowen Li, Jian Lin, Wei-Shi Li, Yongfang Li.  (2018)  Mutual Composition Transformations Among 2D/3D Organolead Halide Perovskites and Mechanisms Behind.  Solar RRL,  2  (10): (1800125).  [PMID:] [10.1002/solr.201800125]

12. Linghui Zhao, Yufan Chen, Yong Feng, Deli Wu.  (2018)  Oxidation of acetaminophen by Green rust coupled with Cu(II) via dioxygen activation: The role of various interlayer anions (CO32−, SO42−, Cl−).  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2018.06.039]

13. Shuai Yuan, Zhiwen Qiu, Chaomin Gao, Hailiang Zhang, Yanan Jiang, Cuncheng Li, Jinghua Yu, Bingqiang Cao.  (2016)  High-Quality Perovskite Films Grown with a Fast Solvent-Assisted Molecule Inserting Strategy for Highly Efficient and Stable Solar Cells.  ACS Applied Materials & Interfaces,      [PMID:27526617] [10.1021/acsami.6b06847]

14. Shenyu Lan, Ya Xiong, Shuanghong Tian, Jinxi Feng, Tianyao Xie.  (2015)  Enhanced self-catalytic degradation of CuEDTA in the presence of H2O2/UV: Evidence and importance of Cu-peroxide as a photo-active intermediate.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2015.10.030]

15. Yan Sun, Zhicheng Wang, Xiaohui Wu, Wen-Da Oh, Mingjie Huang, Tao Zhou.  (2024)  Boosting oxygen storage capacity of Fe-Cu bimetallic catalysts through sulfide modification for efficient and selective molecular oxygen activation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.156880]

16. Zheng Jiapeng, Fu Yuang, Wang Jing, Zhang Wei, Lu Xinhui, Lin Hai-Qing, Shao Lei, Wang Jianfang.  (2025)  Circularly polarized OLEDs from chiral plasmonic nanoparticle-molecule hybrids.  Nature Communications,  16  (1): (1-13).  [PMID:39955278] [10.1038/s41467-025-57000-8]

17. Yujun Liu, Chao Zhou, Fei Wang, Haocheng Li, Quan Cheng, Xinbo Ai, Junsheng Wu, Yonglei Han, Ling Han, Ye Ma, Qi Cao, Yuxuan Feng, Kang Zhou, Jingbai Li, Hanlin Hu, Shiyu Wang, Wang-Ting Lu, Zhuo Zhao, Yongfei Wang, Haoran Lin.  (2025)  Co-Adsorbent Boosting the Performance of Perovskite Solar Cell Based on Hole-Selective Self-Assembled Molecules.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202421576]

18. Yujie Cheng, Binbin Wang, Yueyue Lv, Xiaokang Zhang, Yue Han, Yaowu Wang, Shilong He, Yao Li, Lingwei Xue.  (2025)  n-Type branched shoulder-chain small molecule electron transport layer for inverted perovskite solar cells.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D4NJ04909H]

19. Yueyue Lv, Binbin Wang, Yujie Cheng, Yaowu Wang, Shilong He, Yue Han, Xiaokang Zhang, Yixi Ran, Fuhua Tang, Ru Yang, Yao Li, Lingwei Xue.  (2025)  Organic small molecules modify electron transport layer to enhance performance of inverted perovskite solar cells.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2025.121232]

20. Jiang Wenlin, Qu Geping, Huang Xiaofeng, Chen Xia, Chi Linyuan, Wang Tonghui, Wong Chun-To, Lin Francis R., Yang Chunlei, Jiang Qing, Wu Shengfan, Zhang Jie, Jen Alex K.-Y..  (2025)  Toughened self-assembled monolayers for durable perovskite solar cells.  NATURE,      [PMID:40963016] [10.1038/s41586-025-09509-7]

21. Yuting Sun, Jian Jiang, Yu-Ting Xu, Yuhong He, Ziyan Liu, Aijun Li, Haotong Wei, Hai Xu, Hitoshi Tamiaki, Shin-ichi Sasaki, Xiao-Feng Wang.  (2025)  Photodetectors based on chlorophyll for visible image sensing and near-infrared moving detection with bidirectional current response.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40344723] [10.1016/j.jcis.2025.137789]

22. Qinyu Ning, Donghao Miao, Mingyu Ma, Zihao Zhu, Yi Chen, Yuchen Ding, Wenzhuo Li, Wei Zhou, Yuedong Shi, Zhijun Ning, Qixi Mi.  (2025)  Homogenizing Electron and Hole Transport Layers in Tin Perovskite Solar Cells to Enhance Photocurrent and Voltage.  ACS Applied Materials & Interfaces,      [PMID:40410119] [10.1021/acsami.5c05263]

23. Jiajia Du, Yilin Chang, Le Liu, Zhibin Yu, Qinglin Du, Wenfeng Yang, Yuan Qiu, Fushen Lu, Tonggang Jiu, Huanqi Cao.  (2025)  In situ active guanidinium salts interaction promotes facet orientation and crystallization for efficient and stable inverted perovskite solar cells.  Materials Futures,      [PMID:] [10.1088/2752-5724/ae0c77]

24. Min Li, Zhaodong Peng, Xin Yao, Jie Huang, Dawei Zhang.  (2025)  Study on the Passivation of Defect States in Wide-Bandgap Perovskite Solar Cells by the Dual Addition of KSCN and KCl.  Nanomaterials,  15  (20): (1602).  [PMID:41149568] [10.3390/nano15201602]

25. Yue Han, Binbin Wang, Xiaokang Zhang, Supeng Gao, Mengyan Feng, Tao Li, Shuguang Cao, Yao Li, Lingwei Xue.  (2025)  Dual-site binding passivation of an organic small molecule for improved charge extraction and transport in inverted perovskite solar cells.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2025.113516]

26. Yucong Zhou, Jiaqi Pang, Bohao Zhang, Yingying Li, Yan Feng, Bin Zhang, Qing Wang, Rong Liu, Zhitao Shen, Fumin Li.  (2026)  An ultra-low-consumption dilution strategy for high-performance inverted perovskite solar cells.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41539209] [10.1016/j.jcis.2026.139891]