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| | 9,9-Bis(4-hydroxyphenyl)fluorene Chemical Properties |
| Melting point | 224-226 °C (lit.) | | Boiling point | 526.4±50.0 °C(Predicted) | | density | 1.288±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | Water Solubility | Insoluble in water | | pka | 9.58±0.30(Predicted) | | form | solid | | color | White to Almost white | | BRN | 2060986 | | Henry's Law Constant | 8.4×108 mol/(m3Pa) at 25℃, Zhang et al. (2010) | | InChI | InChI=1S/C25H18O2/c26-19-13-9-17(10-14-19)25(18-11-15-20(27)16-12-18)23-7-3-1-5-21(23)22-6-2-4-8-24(22)25/h1-16,26-27H | | InChIKey | YWFPGFJLYRKYJZ-UHFFFAOYSA-N | | SMILES | C1(C2=CC=C(O)C=C2)(C2=CC=C(O)C=C2)C2=C(C=CC=C2)C2=C1C=CC=C2 | | CAS DataBase Reference | 3236-71-3(CAS DataBase Reference) | | EPA Substance Registry System | Phenol, 4,4'-(9H-fluoren-9-ylidene)bis- (3236-71-3) |
| Hazard Codes | Xi,N | | Risk Statements | 36/38-50/53-36/37/38 | | Safety Statements | 26-37-60-61-37/39 | | RIDADR | UN 3077 9/PG 3 | | WGK Germany | 2 | | TSCA | TSCA listed | | HazardClass | IRRITANT | | PackingGroup | III | | HS Code | 38220000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Skin Irrit. 2 |
| | 9,9-Bis(4-hydroxyphenyl)fluorene Usage And Synthesis |
| The monomers and modifiers of functional polymer material | 9,9-Bis(4-hydroxyphenyl)fluorene is the monomer and modifier of functional polymer material,it is Cardo skeleton structure bisphenol compound, it is important monomer and modifier of synthesis of fluorene-based epoxy resin, fluorene and benzene benzoxazine resins, acrylic resins, polyester resins, polycarbonate, epoxy, polyester or polyether condensation products. Fluorene-based epoxy resin has excellent humidity resistance and heat resistance, dielectric properties, mechanical properties, chemical resistance, etc., it has been important monomer and modifier of high-performance resin matrix materials, electronic packaging materials, high temperature resistant adhesives, heat resistant coatings, etc. But the rigidity of fluorene-based epoxy resin is better, but toughness is poor, therefore, it need to be modified toughening when be used, or use the method of mixing with general-purpose epoxy resin to modify.
The above information is edited by the chemicalbook of Wang Xiaodong.
| | Uses | It can be used the intermediate of organic synthesis.
| | Chemical Properties | White to tan powder or crystal or chunks | | Uses | 9,9-Bis (4-Hydroxyphenyl) Fluorene is used in the production of polyarylene ethers and extensively used in the study of polymer electrolyte membranes with the potential for fuel cell application. | | Uses | 4,4'-(9-fluorenylidene)diphenol be used for the synthesis of novel poly (arylene ether). | | Uses | Bisphenol FL may be used as an analytical reference standard for the quantification of the analyte in:
- Human breast milk using gas chromatography-tandem mass spectrometry (GC-MS/MS).
- Wastewaters and surface water using gas chromatography-mass spectrometry (GC-MS).
| | Definition | ChEBI: 9,9-bis(4-hydroxyphenyl)fluorene is a member of the class of fluorenes that is 9H-fluorene in which both of the hydrogens at position 9 have been replaced by p-hydroxyphenyl groups. It has a role as an anti-estrogen. It is a member of fluorenes and a polyphenol. | | Application | 9,9-Bis(4-hydroxyphenyl)fluorene can be used as a key monomer or intermediate in the synthesis of novel polyaryl ethers. In addition, bisphenol fluorene is sometimes used as an analytical reference standard in analytical chemistry for the quantitative detection of specific analytes. | | General Description | Bisphenol FL (BPFL) is a fluorinated derivative of bisphenol (BP), a wide group of chemicals with similar structures, recognized as environmental pollutants. Bisphenol A (BPA), and its structural analogs are widely used as plasticizers and monomers for synthetic materials, industrial and consumer products including fluorine rubber, food container linings, canned food, thermal receipts, etc. | | Synthesis | Example 4 Synthesis of 9,9-bis-(4-hydroxyphenyl)-fluorene: 20 moles of phenol containing 9 wt. % water were stirred in an autoclave, followed by the addition of 1 mole of zinc chloride and 10 moles of fluorenone, which was allowed to dissolve. 5 moles of gaseous hydrogen chloride was passed into the stirred mixture and the reaction mixture was reacted at 70°C for 4 hours. Upon completion of the reaction, the mixture was dissolved in 5 liters of isopropanol at 60 °C. The resulting solution was poured into 10 times the volume of water under vigorous stirring to precipitate 3.4 kg of 9,9-bis-(4-hydroxyphenyl)-fluorene in 97% yield as a yellow solid. | | References | [1] Patent: US4467122, 1984, A
[2] Patent: CN104693012, 2017, B. Location in patent: Paragraph 0029-0038
[3] Patent: CN108570019, 2018, A. Location in patent: Paragraph 0060; 0061; 0063; 0065; 0075
[4] Patent: CN107698429, 2018, A. Location in patent: Paragraph 0032; 0034 |
| | 9,9-Bis(4-hydroxyphenyl)fluorene Preparation Products And Raw materials |
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