Silux

Base Information

• Chemical Name: Silux
• CAS No.: 1565-94-2
• Deprecated CAS: 108074-17-5,124872-97-5,125336-80-3,143001-02-9,149095-54-5,178935-23-4,185226-82-8,210708-90-0,21078-90-0,39434-39-4,88542-28-3,131715-57-6,171904-25-9,24577-48-8,1188908-53-3,82794-31-8,1417694-40-6,1645073-46-6,1188908-53-3,124872-97-5,125336-80-3,131715-57-6,143001-02-9,149095-54-5,171904-25-9,178935-23-4,185226-82-8,210708-90-0,21078-90-0,24577-48-8,39434-39-4,82794-31-8,88542-28-3
• Molecular Formula: C29H36 O8
• Molecular Weight: 512.6
• European Community (EC) Number: 216-367-7
• UNII: 454I75YXY0
• DSSTox Substance ID: DTXSID7044841
• Nikkaji Number: J156.646F
• Wikipedia: Bis-GMA
• Wikidata: Q27116161
• ChEMBL ID: CHEMBL1600257
• Mol file: 1565-94-2.mol

Synonyms:2-Propenoic acid, 2-methyl-, (1-methylethylidene)bis(4,1-phenyleneoxy(2-hydroxy-3,1-propanediyl)) ester, homopolymer;Adaptic;Bis GMA;Bis GMA Polymer;Bis GMA Resin;Bis(Phenol A-Glycidyl Methacrylate);Bis(Phenol A-Glycidyl Methacrylate), Homopolymer;Bis(Phenol A-Glycydyl Methacrylate);Bis-GMA;Bis-GMA Polymer;Bis-GMA Polymers;Bis-GMA Resin;Bis-GMA Resins;Bisphenol A Glycidyl Methacrylate;Bisphenol A Glycidyl Methacrylate Homopolymer;Bisphenol A Glycidyl Methacrylate Polymer;Bisphenol A-Glycidyl Methacrylate;Bisphenol A-Glycidyl Methacrylate Homopolymer;Bisphenol A-Glycidyl Methacrylate Polymer;Bond, Concise Enamel;Composite Resin, Concise;Composite Resin, Conclude;Composite Resins, Concise;Concise Composite Resin;Concise Composite Resins;Concise Enamel Bond;Concise Enamel Bond System;Concise Resin;Concise Resins;Concise White Sealant;Conclude Composite Resin;Conclude Resin;Delton;Enamel Bond, Concise;Epoxylite 9075;Epoxylite-9075;Epoxylite9075;Kerr Pit and Fissure Sealant;Kerr Sealer;Methacrylate, Bisphenol A-Glycidyl;Nuva Seal;Nuva-Seal;NuvaSeal;Opaque, Panavia;Panavia Opaque;Poly(Bis-GMA);Polymer, Bis-GMA;Polymers, Bis-GMA;Resin, Bis-GMA;Resin, Concise;Resin, Concise Composite;Resin, Conclude;Resin, Conclude Composite;Resins, Bis-GMA;Resins, Concise;Resins, Concise Composite;Retroplast;Silux

Chemical Property of Silux

Chemical Property:

• Refractive Index: n20/D 1.552(lit.)
• Boiling Point: 670.3±55.0 °C(Predicted)
• PKA: 12?+-.0.20(Predicted)
• Flash Point: >230 °F
• PSA: 111.52000
• Density: 1.161 g/mL at 25 °C(lit.)
• LogP: 3.73050
• Storage Temp.: 2-8°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 16
• Exact Mass: 512.24101810
• Heavy Atom Count: 37
• Complexity: 698

Purity/Quality:

99% ^*data from raw suppliers

Bisphenol A glycerolate dimethacrylate glycerol/phenol 1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41-43
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CC(=C)C(=O)OCC(COC1=CC=C(C=C1)C(C)(C)C2=CC=C(C=C2)OCC(COC(=O)C(=C)C)O)O
• Description: Bisphenol A glycidyl methacrylate (bis-GMA) is an epoxy-methacrylate. Sensitization occurs in dentists.
• Uses: The Progress in Development of Dental Restorative Materials

Technology Process of Silux

There total 6 articles about Silux 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:

BPA (80-05-7) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → (1-methylethylidene)bis[4,1-phenyleneoxy(2-hydroxy-3,1-propanediyl)] bismethacrylate (1565-94-2)

Guidance literature:

BPA; glycerol; With potassium carbonate; Diethyl carbonate; at 110 ℃; for 18h;

methacrylic acid methyl ester; In dimethyl sulfoxide; at 110 ℃;

Reference yield:

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + diphenylolpropane diglycidyl ether (1675-54-3,25085-99-8,55774-85-1,91384-80-4) → (1-methylethylidene)bis[4,1-phenyleneoxy(2-hydroxy-3,1-propanediyl)] bismethacrylate (1565-94-2)

Guidance literature:

poly(methacrylic acid); diphenylolpropane diglycidyl ether; With 2,6-di-tert-butyl-4-methyl-phenol; at 105 - 108 ℃; for 2.25h;

With N,N'-dimethylbenzylamine; at 105 ℃; for 21h;

With triethyleneglycol dimethacrylate;

Reference yield:

3-[4-[1-[4-(2,3-dihydroxypropoxy)phenyl]-1-methylethyl]phenoxy]propane-1,2-diol (5581-32-8) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → (1-methylethylidene)bis[4,1-phenyleneoxy(2-hydroxy-3,1-propanediyl)] bismethacrylate (1565-94-2)

Guidance literature:

With potassium carbonate; at 90 ℃; for 18h; Temperature;

upstream raw materials:

poly(methacrylic acid)

diphenylolpropane diglycidyl ether

BPA

2,3-Epoxypropyl methacrylate

Downstream raw materials:

2,2-bis-4(3-methacryloxy-2-hydroxypropoxy)phenylpropane diurethane dimethacrylate

DIZ-BisGMA

TrisMAP

Refernces

Synthesis and properties of liquid crystalline urethane methacrylates for dental composite applications

10.1002/pola.24693

The research focuses on the development and evaluation of novel liquid crystalline urethane methacrylates for use in dental composite materials. The study investigates three newly synthesized liquid crystalline methacrylates—UMA-Q1, UMA-Q2, and UMA-Chol—which are designed to be used as comonomers in light-curing dental resin-based composites. These compounds are combined with BisGMA (bisphenol A diglycidyl methacrylate) or its derivative modified with urethane methacrylate groups, and further diluted with TEGDMA (triethyleneglycol dimethacrylate). The composites are reinforced with 70% filler, specifically zirconium silicate nanopowder that has been silanized. The research explores the relationship between the structure of the liquid crystalline monomers, their photopolymerization rates, and the specific properties of the dental resin composites, such as volumetric shrinkage, water sorption, water solubility, and hydrophobicity. The study also examines the potential bacteriostatic activity of the composites against Streptococcus mutans, a common bacterium in the dental field. The results indicate that the incorporation of these liquid crystalline monomers can enhance the properties of dental composites, making them more suitable for restorative dental applications.

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