2,2′-Diallylbisphenol A (DBA) - ≥84% , CAS No.1745-89-7

CAS: 1745-89-7 Cat. No.: D305180 Fórmula: C₂₁H₂₄O₂ Peso molecular: 308.41 Número CE: 217-121-1

GRADE & PURITY ≥84%

Synonyms

4,4'-(Propane-2,2-diyl)bis(2-allylphenol) | 2,2-Bis(3-allyl-4-hydroxyphenyl)propane | Isopropylidenebis(2-allylphenol)

Storage

Protected from light,Room temperature,Argon charged

Shipped In

Normal

Visão geral

2,2′-Diallylbisphenol A (DBA) is a diallyl based epoxy modification agent that blends with the resin to improve the mechanical property of the epoxy material. It is majorly used in novalac based resins, which can be further cured with bismaleimides (BMI) for aerospace, electronics and wireless communication based applications

Specifications

Sinónimos

4,4'-(Propane-2,2-diyl)bis(2-allylphenol) | 2,2-Bis(3-allyl-4-hydroxyphenyl)propane | Isopropylidenebis(2-allylphenol)

Especificações e pureza

≥84%

Condições de armazenamento de armazenamento

Protected from light,Room temperature,Argon charged

Enviado em

Normal

Pureza

≥84%

Nomes e identificadores

• Pubchem Sid: 528755075
• Sorrisos canónicos: CC(C)(C1=CC(=C(C=C1)O)CC=C)C2=CC(=C(C=C2)O)CC=C
• IUPAC Name: 4-[2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol
• InChIKey: WOCGGVRGNIEDSZ-UHFFFAOYSA-N
• INCHI: 1S/C21H24O2/c1-5-7-15-13-17(9-11-19(15)22)21(3,4)18-10-12-20(23)16(14-18)8-6-2/h5-6,9-14,22-23H,1-2,7-8H2,3-4H3
• SMILES isoméricas: CC(C)(C1=CC(=C(C=C1)O)CC=C)C2=CC(=C(C=C2)O)CC=C
• Peso molecular: 308.41
• Reaxy-Rn: 1995124
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1995124&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Benzene and substituted derivatives
      • Subclass Diphenylmethanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Diphenylmethanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Bisphenols
• Alternative Parents: Phenylpropanes 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Bisphenol - Phenylpropane - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Descrição: This compound belongs to the class of organic compounds known as bisphenols. These are methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone).
• 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

Alvos associados (humanos)

CCRF-CEM (65223 Activities)

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Alvos associados (não humanos)

Human immunodeficiency virus 1 (70413 Activities)

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Vero (26788 Activities)

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Mecanismos de ação

Propriedades químicas e físicas

• Sensibilidade: Light sensitive&Air sensitive
• Índice de refração: n20/D 1.587 (lit.)
• Ponto de inflamação (°C): 228℃
• Peso molecular: 308.400 g/mol
• XLogP3: 6.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 308.178 Da
• Monoisotopic Mass: 308.178 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 365.000
• 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

Referências

1. Weiping Xu, Guochen Wang, Dong Chen, Wantai Yang, Yuhong Ma.  (2023)  Synchronously Improving Mechanical and Thermal Performances of Cured Epoxy Resins by Epoxidized Polyether Sulphones as Modifiers.  MACROMOLECULAR CHEMISTRY AND PHYSICS,      [PMID:] [10.1002/macp.202300351]

2. Jiamei Liu, Weichen Sheng, Rui Yang, Yu Liu, Yin Lu, Kan Zhang.  (2022)  Synthesis of bio-diamine derived main-chain type benzoxazine resins with low surface free energy.  JOURNAL OF APPLIED POLYMER SCIENCE,  140  (10): (e53578).  [PMID:] [10.1002/app.53578]

3. Song Wang, Zhe Wang, Jingmei Xu, Qian Liu, Zhiyan Sui, Xinming Du, Yinghe Cui, Yongjiang Yuan, Junjian Yu, Yan Wang, Yifang Chang.  (2022)  Construction of N-spirocyclic cationic three-dimensional highly stable transport channels by electrospinning for anion exchange membrane fuel cells.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2022.120852]

4. Xia Zhou, Fukai Chu, Zhoumei Xu, Shuilai Qiu, Yuan Hu.  (2022)  Preparation of BMI monomers containing phosphate and phosphonate structure to enhance the flame retardant and toughness of BMI.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:35777097] [10.1016/j.jcis.2022.06.083]

5. Wenwen Guo, Fuwei Liang, Shun Chen, Diantang Zhang, Wenbing Li, Kun Qian, Yang Xu, Bin Fei.  (2022)  Synthesis of magnolol-derived bisphosphate for fabrication of bismaleimide resins with intrinsic anti-flammability and smoke suppression.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2022.110002]

6. Rui Yang, Kan Zhang.  (2021)  Strategies for improving the performance of diallyl bisphenol A-based benzoxazine resin: Chemical modification via acetylene and physical blending with bismaleimide.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2021.104958]

7. Xia Zhou, Shuilai Qiu, Linxin He, Xin Wang, Yulu Zhu, Fukai Chu, Bibo Wang, Lei Song, Yuan Hu.  (2021)  Synthesis of star-shaped allyl phosphazene small molecules for enhancing fire safety and toughness of high performance BMI resin.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.130655]

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11. Jia-Jun Dai, Kai-He Lv, Jin-Sheng Sun, Han Jia, Xian-Bin Huang, Jian Li.  (2025)  Exploring the synergistic effects and mechanistic insights of ionic and polyionic liquid combinations as shale inhibitors.  Petroleum Science,      [PMID:] [10.1016/j.petsci.2025.02.012]

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13. Weiping Xu, Dan Zhao, Xiaoqing Jiang, Dong Chen, Wantai Yang, Yuhong Ma.  (2025)  Modification of epoxy resins with different molecular weight poly(aryl ether sulfone) as effective toughening agents.  POLYMER,      [PMID:] [10.1016/j.polymer.2025.128324]

14. Yifu Chen, Siwu Wu, Baochun Guo, Binjie Jin, Haixin Yang, Jialiang Chen, Wenjie Wu, Liqun Zhang.  (2024)  Separating Charge Centers of Chain Segments in Dielectric Elastomer through Steric Hindrance Engineering.  MACROMOLECULAR RAPID COMMUNICATIONS,      [PMID:38771981] [10.1002/marc.202400295]

15. Meixin Wang, Lixin Song, Zhipeng Wang, Jiawei Liu, Xiaohuan Li.  (2025)  Highly improved mechanical and thermal properties of bismaleimide via a novel thermoplastic isoindolinone polyether sulfone.  POLYMER ENGINEERING AND SCIENCE,      [PMID:] [10.1002/pen.27221]

16. Gang Tang, Yani Zhang, Feilong Wang, Zhenfeng Cheng, Haojie Shi, Tiwen Xu, Xiuyu Liu, Xin Wang.  (2025)  Intrinsically anti-flammable and highly heat-resistant deoxybenzoin-derived bismaleimide resins containing no conventional flame-retardant elements.  POLYMER,      [PMID:] [10.1016/j.polymer.2025.129497]

17. Rui Teng, Jiyong Zhao, Zhipeng Wang, Yanming Hu.  (2026)  Allyl-Functionalized Poly(ether sulfone) for BMI Resins: Synergistic Toughening and Thermal Stability Enhancement.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c04147]

18. Ruiyong Yan, Yan Kou, Shikai Luo, Lin Zhou, Mao Chen.  (2026)  Reconciling Ultrahigh-Temperature Capability and Chemical Degradation in Bismaleimide Diphenyldisulfide-Based Polymers and Composites.  ACS Applied Materials & Interfaces,      [PMID:41634940] [10.1021/acsami.5c24646]