1-Adamantyl methacrylate

Base Information

• Chemical Name: 1-Adamantyl methacrylate
• CAS No.: 16887-36-8
• Molecular Formula: C14H20O2
• Molecular Weight: 220.312
• Hs Code.: 2916120090
• European Community (EC) Number: 633-167-9,689-736-7
• DSSTox Substance ID: DTXSID30449680
• Nikkaji Number: J991.870A
• Wikidata: Q72436678
• Mol file: 16887-36-8.mol

Synonyms:1-ADAMANTYL METHACRYLATE;16887-36-8;Adamantan-1-yl methacrylate;1-adamantyl 2-methylprop-2-enoate;Adamant-1-yl methacrylate;adamantan-1-yl 2-methylprop-2-enoate;adamantyl methacrylate;Adamantan-1-ylmethacrylate;SCHEMBL45476;SCHEMBL21306250;SCHEMBL22043727;DTXSID30449680;MZVABYGYVXBZDP-UHFFFAOYSA-N;AMY11163;GEO-04510;MFCD08703330;AKOS015914239;AKOS016010200;AKOS040767436;PS-5057;AC-32090;FT-0758704;M1526;1-Adamantyl Methacrylate (stabilized with MEHQ);A811031;2-Propenoic acid, 2-methyl-, tricyclo[3.3.1.13,7]dec-1-yl ester;28854-38-8

Chemical Property of 1-Adamantyl methacrylate

Chemical Property:

• Refractive Index: 1.50
• Boiling Point: 289.26 °C at 760 mmHg
• Flash Point: 116.921 °C
• PSA: 26.30000
• Density: 1.08 g/cm³
• LogP: 3.07450
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

Adamant-1-ylMethacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)OC12CC3CC(C1)CC(C3)C2
• Description: 1-adamantyl methacrylate?is a monomer that has a hydroxy group and a carbonyl group.
• Uses: 1-adamantyl methacrylate is used in the production of polymers, as well as in coatings and adhesives. It?can be thermally polymerized or crosslinked to form a polymer with high resistance to radiation and heat. This monomer has been used for the fabrication of organic light emitting diodes (OLEDs) and other device applications such as microelectronic circuits, solar cells, and displays. 1-Adamantyl Methacrylate can also be used in patterning materials using electron beam lithography or ultraviolet light exposure techniques. When exposed to radiation, this monomer undergoes a phase transition temperature from liquid to solid at about -30°C. The hydroxyl group attached to this monomer is also able to react with aliphatic or alicyclic compounds through palladium-catalyzed.

Technology Process of 1-Adamantyl methacrylate

There total 6 articles about 1-Adamantyl methacrylate 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: 95.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + 1-adamanthanol (768-95-6) → 1-adamantyl methacrylate (16887-36-8)

Guidance literature:

Acidic catalyst; In cyclohexane; Heating;

Reference yield: 95.0%

methacryloyl anhydride (760-93-0) + 1-adamanthanol (768-95-6) → 1-adamantyl methacrylate (16887-36-8)

Guidance literature:

Acidic catalyst; In cyclohexane; Heating;

Reference yield: 84.1%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + methacryloyl anhydride (760-93-0) + 1-adamanthanol (768-95-6) → 1-adamantyl methacrylate (16887-36-8)

Guidance literature:

poly(methacrylic acid); 1-adamanthanol; With sulfuric acid; 4-methoxy-phenol; hydroquinone; In methyl cyclohexane; at 100 - 115 ℃; for 4h; Dean-Stark;

methacryloyl anhydride; In methyl cyclohexane; at 100 - 115 ℃; for 1h; Concentration; Dean-Stark;

upstream raw materials:

poly(methacrylic acid)

1-adamanthanol

methacryloyl anhydride

1-Adamantyl bromide

Downstream raw materials:

C₁₈H₁₅S⁽¹⁺⁾*C₁₆H₂₁F₂O₈S^(1-)

Refernces

• 1、 Butov,Pastukhova,Kamneva,Saad. "Method for synthesis of 1-adamantyl esters of unsaturated acids". . p. 1590 - 1591. Retrieved 2013/02/23.
• 2、 -. "ADAMANTYL ESTER MONOMER COMPOSITION". . . Retrieved 2008/06/13.