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:

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

• 1、 Shah, Priyank N.,Kim, Namjoon,Huang, Zhuangrong,Jayamanna, Mahesh,Kokil, Akshay,Pine, Alex,Kaltsas, Jarmin,Jahngen, Edwin,Ryan, David K.,Yoon, Seongkyu,Kovar, Robert F.,Lee, Yongwoo. "Environmentally benign synthesis of vinyl ester resin from biowaste glycerin". . p. 38673 - 38679. Retrieved 2015/07/07.
• 2、 -. "Low shrinking polymerizable dental material". . . Retrieved 2008/06/13.