| Identification | More | [Name]
Bisphenoxyethanolfluorene | [CAS]
117344-32-8 | [Synonyms]
4,4'-(9-FLUORENYLIDENE)BIS(2-PHENOXYETHANOL)
9,9-BIS[4-(2-HYDROXYETHOXY)PHENYL]FLUORENE
Bisphenoxyethanolfluorene
bpef
LABOTEST-BB LT00112265
BISPHENOXY ETHANOL FLUORENONE
9,9-Bis[4-(2-Hydroxyethoxy)Phe
BISPHENOXYETHANOLFLUORENE 9,9-BIS[4-(2-HYDROXYETHOXY)PHENYL]FLUORENE | [EINECS(EC#)]
672-704-1 | [Molecular Formula]
C29H26O4 | [MDL Number]
MFCD00216628 | [Molecular Weight]
438.51 | [MOL File]
117344-32-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
117-120 °C(lit.)
| [Boiling point ]
610.7±55.0 °C(Predicted) | [density ]
1.248±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [Water Solubility ]
Insoluble in water | [form ]
powder to crystal | [pka]
13.95±0.10(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C29H26O4/c30-17-19-32-23-13-9-21(10-14-23)29(22-11-15-24(16-12-22)33-20-18-31)27-7-3-1-5-25(27)26-6-2-4-8-28(26)29/h1-16,30-31H,17-20H2 | [InChIKey]
NQXNYVAALXGLQT-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=C(OCCO)C=C2)(C2=CC=C(OCCO)C=C2)C2=C(C=CC=C2)C2=C1C=CC=C2 | [CAS DataBase Reference]
117344-32-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R37:Irritating to the respiratory system. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29094990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
Bisphenoxyethanolfluorene (also name 4,4′-(9-Fluorenylidene)bis(2-phenoxyethanol); BPEF) is a low-mass compound, primarily used in the preparation of polymer resins and films. Research indicates that adding BPEF reduces the orientation birefringence of thermally stretched cellulose acetate propionate (CAP) films. | [Chemical Properties]
White powder | [Uses]
4,4′-(9-Fluorenylidene)bis(2-phenoxyethanol) may be used for the following syntheses:
- poly-(carbotetramethyldisiloxane)s, containing poly[oxy{4,4′-(9-fluorenylidene)bis(2-phenoxyethylene)}oxytetramethyldisiloxane] (a fluorescent aromatic chromophore group)
- poly[oxy(arylene)oxy(tetramethyldisilylene)]s, containing fluorescent aromatic chromophore groups in the polymer main chain, via melt copolymerization reaction with 1,2-bis(diethylamino)tetramethyldisilane
| [General Description]
4,4′-(9-Fluorenylidene)bis(2-phenoxyethanol) is an aryldiol. | [Synthesis]
The general procedure of Example 12 was as follows:(a) In a glass reactor equipped with a stirrer, a nitrogen introduction tube, a thermometer and a T-tube, 80.0 g (0.444 mol) of 9-fluorenone, 613.5 g (4.44 mol) of 2-phenoxyethanol and 2.0 g of tungstophosphoric acid catalyst [(H3PW12O40).nH2O] were added. (b) The mixture was reacted at 130°C for 4 hours under reduced pressure of 2.0 x 1.03 Pa. Upon completion of the reaction, the amount of polymers in the reaction mixture was 3.9%. To the reaction mixture was added 800.0 g of toluene, neutralized with aqueous sodium hydroxide and washed with water to separate the organic phase. Toluene and excess 2-phenoxyethanol were removed from the organic phase by concentration under reduced pressure. To the concentrate was added 560.0 g of toluene, and the mixture was heated and stirred at 80 °C for 1 hour, then cooled to 70 °C. 0.4 g of 9,9-bis[(4-(2-hydroxyethoxy)phenyl)]fluorene was added as a crystalline species, and the mixture was held at 70°C for 2 hours and then cooled to 20°C. The precipitated crystals were filtered and dried to give 78.0 g of white crystals 9,9-bis[(4-(2-hydroxyethoxy)phenyl)]fluorene (yield: 90.2%, purity: 99.2%). The melting point of the resulting product was 163 °C. | [References]
[1] Patent: US2012/29244, 2012, A1. Location in patent: Page/Page column 15
[2] Patent: JP6139508, 2017, B2. Location in patent: Paragraph 0024
[3] Patent: EP2123625, 2009, A1. Location in patent: Page/Page column 6
[4] Chemistry Letters, 1998, # 10, p. 1055 - 1056
[5] Chemistry Letters, 1998, # 10, p. 1055 - 1056 |
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