9,9-Bis[4-(2-acryloyloxyethoxy)phenyl]fluorene

Base Information

• Chemical Name: 9,9-Bis[4-(2-acryloyloxyethoxy)phenyl]fluorene
• CAS No.: 161182-73-6
• Molecular Formula: C₃₅H₃₀O₆
• Molecular Weight: 546.62
• European Community (EC) Number: 643-076-6
• DSSTox Substance ID: DTXSID00590996
• Nikkaji Number: J2.473.169C
• Wikidata: Q72444027
• Mol file: 161182-73-6.mol

Synonyms:161182-73-6;(((9H-Fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl) diacrylate;9,9-Bis[4-(2-acryloyloxyethoxy)phenyl]fluorene;9,9-Bis[4-(2-acryloyloxyethyloxy)phenyl]fluorene;2-[4-[9-[4-(2-prop-2-enoyloxyethoxy)phenyl]fluoren-9-yl]phenoxy]ethyl prop-2-enoate;2-Propenoic acid, 1,1'-[9H-fluoren-9-ylidenebis(4,1-phenyleneoxy-2,1-ethanediyl)] ester;(((9H-Fluorene-9,9-diyl)bis(4,1-phenylene))-bis(oxy))bis(ethane-2,1-diyl) diacrylate;93% solid content;SCHEMBL40434;DTXSID00590996;MFCD12827916;AKOS015896262;ES-2000;SB66456;(((9H-Fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl)diacrylate;s12038;DB-002622;A810237;{(9H-Fluorene-9,9-diyl)bis[(4,1-phenylene)oxy]ethane-2,1-diyl} diprop-2-enoate;9,9-Bis(4-acryloyloxyethoxyphenyl)fluorene (Mixture with ortho-Phenylphenoxyethyl Acrylate);2-[4-(9-{4-[2-(PROP-2-ENOYLOXY)ETHOXY]PHENYL}FLUOREN-9-YL)PHENOXY]ETHYL PROP-2-ENOATE

Chemical Property of 9,9-Bis[4-(2-acryloyloxyethoxy)phenyl]fluorene

Chemical Property:

• Vapor Pressure: 6.97E-18mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 671.3 °C at 760 mmHg
• Flash Point: 280.3 °C
• PSA: 71.06000
• Density: 1.208 g/cm³
• LogP: 6.26570
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 14
• Exact Mass: 546.20423867
• Heavy Atom Count: 41
• Complexity: 811

Purity/Quality:

98%,99%, ^*data from raw suppliers

9,9-Bis(4-acryloyloxyethoxyphenyl)fluorene(Mixturewithortho-PhenylphenoxyethylAcrylate) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)OCCOC1=CC=C(C=C1)C2(C3=CC=CC=C3C4=CC=CC=C42)C5=CC=C(C=C5)OCCOC(=O)C=C
• Uses: (((9H-Fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl) diacrylate (CAS# 161182-73-6) is a photosensitive compound often found in film curing resins and solutions.

Technology Process of 9,9-Bis[4-(2-acryloyloxyethoxy)phenyl]fluorene

There total 5 articles about 9,9-Bis[4-(2-acryloyloxyethoxy)phenyl]fluorene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.4%

acrylic acid (79-10-7) + 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene (117344-32-8) → 9,9-bis[4-(2-acryloyloxyethoxy)phenyl]fluorene (161182-73-6)

Guidance literature:

With sodium hypophosphite; 4-methoxy-phenol; In cyclohexane; toluene; at 110 ℃; for 6h; Reagent/catalyst; Temperature;

Reference yield: 83.6%

acryloyl chloride (814-68-6,25189-84-8) + 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene (117344-32-8) → 9,9-bis[4-(2-acryloyloxyethoxy)phenyl]fluorene (161182-73-6)

Guidance literature:

With triethylamine; In acetone; at 0 - 20 ℃; for 6.5h;

DOI:10.1016/j.cclet.2019.04.012

Reference yield:

9-fluorenone (486-25-9,952573-42-1) → 9,9-bis[4-(2-acryloyloxyethoxy)phenyl]fluorene (161182-73-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-mercaptopropionic acid; methanesulfonic acid / toluene / 13 h / 40 °C / Inert atmosphere

2: potassium fluoride / N,N-dimethyl-formamide / 4 h / Inert atmosphere; Reflux

3: methanesulfonic acid / benzene / 12 h / Inert atmosphere; Reflux; Dean-Stark

With potassium fluoride; methanesulfonic acid; 3-mercaptopropionic acid; In N,N-dimethyl-formamide; toluene; benzene;

upstream raw materials:

acrylic acid

9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene

9-fluorenone

phenol

Refernces

• 1、 Tang, Yunhui,Cabrini, Stefano,Nie, Jun,Pina-Hernandez, Carlos. "High-refractive index acrylate polymers for applications in nanoimprint lithography". supporting information. p. 256 - 260. Retrieved 2019/06/14.
• 2、 -. "HIGH REFRACTIVE MONOMER, RESIN COMPOSITION FOR PRISM SHEET CONTAINING THE SAME AND PRISM SHEET USING THE SAME". Paragraph 0095; 0096; 0099; 0100. . Retrieved 2017/07/31.