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ChemicalBook > CAS DataBase List > 1-Adamantyl Methacrylate

1-Adamantyl Methacrylate

Appearance
Product Name
1-Adamantyl Methacrylate
CAS No.
16887-36-8
Chemical Name
1-Adamantyl Methacrylate
Synonyms
ADAMA / ADMA;1-ADAMANTYL METHACRYLATE;Adamant-1-yl methacrylate;AdaMantan-1-yl Methacrylate;1-Methacryloyloxyadamantane;1-Adamantyl methacrylate (ADAMA);Methacrylic Acid 1-Adamantyl Ester;1-Adamantyl Methacrylate (stabilized with MEHQ);Sinomer? ADAMA Monomer / 1-Adamantyl Methacrylate;Tricyclo[3.3.1.1~3,7~]dec-1-yl 2-methylprop-2-enoate
CBNumber
CB4849474
Molecular Formula
C14H20O2
Formula Weight
220.31
MOL File
16887-36-8.mol
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1-Adamantyl Methacrylate Property

Boiling point:
289.3±9.0 °C(Predicted)
Density 
1.07±0.1 g/cm3(Predicted)
refractive index 
1.50
storage temp. 
2-8°C
form 
powder to lump to clear liquid
color 
White or Colorless to Almost white or Almost colorless
InChI
InChI=1S/C14H20O2/c1-9(2)13(15)16-14-6-10-3-11(7-14)5-12(4-10)8-14/h10-12H,1,3-8H2,2H3
InChIKey
MZVABYGYVXBZDP-UHFFFAOYSA-N
SMILES
C(OC12CC3CC(CC(C3)C1)C2)(=O)C(C)=C
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Safety

HS Code 
2916120090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
M1526
Product name
1-Adamantyl Methacrylate (stabilized with MEHQ)
Packaging
5G
Price
$84
Updated
2024/03/01
TCI Chemical
Product number
M1526
Product name
1-Adamantyl Methacrylate (stabilized with MEHQ)
Packaging
25G
Price
$291
Updated
2024/03/01
TRC
Product number
A250555
Product name
Adamant-1-ylMethacrylate
Packaging
5g
Price
$110
Updated
2021/12/16
Apolloscientific
Product number
OR41031
Product name
Adamant-1-ylmethacrylate
Packaging
5g
Price
$145
Updated
2021/12/16
SynQuest Laboratories
Product number
2324-1-X0
Product name
Adamant-1-yl methacrylate
Packaging
1g
Price
$25
Updated
2021/12/16
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1-Adamantyl Methacrylate Chemical Properties,Usage,Production

Appearance

Colorless transparent liquid

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.

Preparation

The preparation of 1-adamantyl methacrylate is as follows:Stirrer, air inlet tube,Dean-Stark type water separator,Necked flask equipped with a stirrer, a thermometer,1-Adamantanol 100 g(0.657 mol),Methoquinone0.581 g,Hydroquinone0.143 g,Methacrylic acid227 g (2.64 mol) andMethylcyclohexaneWas added.After adding 1.61 g (0.0164 mol) of concentrated sulfuric acid,While blowing air at 10 mL / min, the mixture was stirred at a temperature of 100 to 115 ° C. for 4 hours under azeotropy of methylcyclohexane and water.4 hours laterThe conversion of 1-adamantanol was 95.1%.at this pointMethacrylic anhydride10.1 g (0.0657 mol / 2.0 equivalents to residual 1-adamantanol) was added,The mixture was further stirred for 1 hour,The reaction was terminated.The residual amount of 1-adamantanol after the reaction was 0.2%.The reaction solution was cooled to room temperature,313 g of a 20% by mass sodium hydroxide aqueous solution was added dropwise,The organic phase was washed.further,And washed twice with 100 mL of pure water.After distilling off the solvent with an evaporator, distillation under reduced pressure at 1 torr and 90 ° C.,122 g (yield 84.1%) of a colorless transparent liquid was obtained.This liquid was analyzed by GC and GPC.According to GC analysis1-Adamantyl acrylateThe purity of 99.5%.

Application

1-Adamantyl Methacrylate is a monomer that has a hydroxy group and a carbonyl group. It is used in the production of polymers, as well as in coatings and adhesives. 1-Adamantyl Methacrylate 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.

Research

1-Adamantyl methacrylate (AdMA) could be polymerized using the atom transfer radical polymerization (ATRP) method with methyl α-bromoisobutyrate (MBiB), copper(I) bromide (CuBr), copper(II) bromide (CuBr2) and 1,1,4,7,10,10-hexamethyltriethylenetetramine (HMTETA) in toluene at 60?°C, producing well-defined poly(1-adamantyl methacrylate) (PAdMA). The controlled/living radical polymerization of methacrylate monomers bearing bulky ester groups, such as AdMA, which guarantees the generation of well-defined macromolecular architectures such as the block copolymer, graft copolymer and star-shaped polymer on a preparative scale, is still of great interest[1].

References

[1] Keita Fuchise. “Precise synthesis of poly(1-adamantyl methacrylate) by atom transfer radical polymerization.” Polymer Journal 41 1 (2010): 626–631.

1-Adamantyl Methacrylate Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Adamantyl Methacrylate Suppliers

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View Lastest Price from 1-Adamantyl Methacrylate manufacturers

Henan Fengda Chemical Co., Ltd
Product
1-Adamantyl Methacrylate 16887-36-8
Price
US $8.00-1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-03
Changzhou waston chemical technology Co.,Ltd
Product
1-ADAMANTYL METHACRYLATE 16887-36-8
Price
US $0.00/L
Min. Order
1L
Purity
GC/LC≥99.5%
Supply Ability
According to customer requirements
Release date
2022-10-11
Career Henan Chemical Co
Product
1-ADAMANTYL METHACRYLATE 16887-36-8
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200KG
Release date
2018-08-08

16887-36-8, 1-Adamantyl MethacrylateRelated Search:


  • 1-ADAMANTYL METHACRYLATE
  • Adamant-1-yl methacrylate
  • Tricyclo[3.3.1.1~3,7~]dec-1-yl 2-methylprop-2-enoate
  • Tricyclo[3.3.1.1~3,7~]dec-1-yl 2-methylprop-2-enoate, 1-[(2-Methylacryloyl)oxy]adamantane
  • 1-Adamantyl Methacrylate (stabilized with MEHQ)
  • AdaMantan-1-yl Methacrylate
  • 2-Propenoic acid, 2-methyl-, tricyclo[3.3.1.13,7]dec-1-yl ester
  • 1-Methacryloyloxyadamantane
  • Methacrylic Acid 1-Adamantyl Ester
  • ADAMA / ADMA
  • 1-Adamantyl methacrylate (ADAMA)
  • Sinomer? ADAMA Monomer / 1-Adamantyl Methacrylate
  • 16887-36-8