Bisphenoxyethanolfluorene CAS 117344-32-8

Introduction:Basic information about Bisphenoxyethanolfluorene CAS 117344-32-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Bisphenoxyethanolfluorene Basic information

Product Name:Bisphenoxyethanolfluorene
Synonyms:9,9 -Bis(4-(2-Hydroxyethoxy) phenyl)Fluorene,4,4' -(9-Fluorenylidene)bis(2-phenoxyethanol);2,2'-[9H-Fluoren-9-ylidenebis(4,1-phenyleneoxy)]bis[ethanol];9,9-BIS[4-(2-HYDROXYETHOXY)PHENYL]FLUORENE;4,4'-(9-FLUORENYLIDENE)BIS(2-PHENOXYETHANOL);9,9-Bis[4-(2-Hydroxyethoxy)Phe;BISPHENOXYETHANOLFLUORENE 9,9-BIS[4-(2-HYDROXYETHOXY)PHENYL]FLUORENE;Bisphenoxyethanolfluorene;bpef
CAS:117344-32-8
MF:C29H26O4
MW:438.51
EINECS:672-704-1
Product Categories:Alcohols;C9 to C30;Fluorenes;Fluorenes & Fluorenones;Fluorenes, etc. (reagent for high-performance polymer research);Oxygen Compounds;Functional Materials;Reagent for High-Performance Polymer Research;Fluorene series;Pharmaceutical intermediates;Fine chemical
Mol File:117344-32-8.mol

Bisphenoxyethanolfluorene Chemical Properties

Melting point 117-120 °C(lit.)
Boiling point 610.7±55.0 °C(Predicted)
density 1.248±0.06 g/cm3(Predicted)
storage temp. 2-8°C
Water Solubility Insoluble in water
form powder to crystal
pka13.95±0.10(Predicted)
color White to Almost white
InChIInChI=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
InChIKeyNQXNYVAALXGLQT-UHFFFAOYSA-N
SMILESC1(C2=CC=C(OCCO)C=C2)(C2=CC=C(OCCO)C=C2)C2=C(C=CC=C2)C2=C1C=CC=C2
CAS DataBase Reference117344-32-8(CAS DataBase Reference)

Safety Information

Hazard Codes Xi
Risk Statements 37
Safety Statements 26-36
WGK Germany 3
HS Code 29094990
Storage Class11 - Combustible Solids

Bisphenoxyethanolfluorene Usage And Synthesis

DescriptionBisphenoxyethanolfluorene (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 PropertiesWhite powder
Uses4,4′-(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 Description4,4′-(9-Fluorenylidene)bis(2-phenoxyethanol) is an aryldiol.
Synthesis

122-99-6

486-25-9

117344-32-8

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

Bisphenoxyethanolfluorene Preparation Products And Raw materials

Raw materials9,9-Bis(4-hydroxyphenyl)fluorene-->9-Fluorenone-->Ethylene carbonate-->9,9-DICHLOROFLUORENE-->ETHYLENE OXIDE-->2-Phenoxyethanol
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