ChemicalBook >> CAS DataBase List >>1-Adamantyl Methacrylate

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
Molecular Weight:
220.31
MDL Number:
MFCD08703330
MOL File:
16887-36-8.mol
Last updated:2024-04-03 18:37:10

1-Adamantyl Methacrylate Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2916120090

1-Adamantyl Methacrylate price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical M1526 1-Adamantyl Methacrylate (stabilized with MEHQ) 16887-36-8 5G $84 2024-03-01 Buy
TCI Chemical M1526 1-Adamantyl Methacrylate (stabilized with MEHQ) 16887-36-8 25G $291 2024-03-01 Buy
TRC A250555 Adamant-1-ylMethacrylate 16887-36-8 5g $110 2021-12-16 Buy
Apolloscientific OR41031 Adamant-1-ylmethacrylate 16887-36-8 5g $145 2021-12-16 Buy
SynQuest Laboratories 2324-1-X0 Adamant-1-yl methacrylate 16887-36-8 1g $25 2021-12-16 Buy
Product number Packaging Price Buy
M1526 5G $84 Buy
M1526 25G $291 Buy
A250555 5g $110 Buy
OR41031 5g $145 Buy
2324-1-X0 1g $25 Buy

1-Adamantyl Methacrylate Chemical Properties,Uses,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%.

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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.

79-41-4
760-93-0
768-95-6
16887-36-8
Synthesis of 1-Adamantyl Methacrylate from Methacrylic acid and Methacrylic anhydride and 1-Adamantanol

1-Adamantyl Methacrylate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 126)Suppliers
Supplier Tel Email Country ProdList Advantage
Yurui (Shanghai) Chemical Co., Ltd.
+86-021-50456736 +8615000292053 sales209@riyngroup.com China 942 58
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Fluoropharm Co., Ltd.
+86-0571-85586753; +8613336034509 sales@fluoropharm.com China 1290 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Shanghai Arbor Chemical Co., Ltd.
021-60451682 act@arborchemical.com CHINA 906 58

View Lastest Price from 1-Adamantyl Methacrylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
	1-Adamantyl Methacrylate pictures 2024-04-05 1-Adamantyl Methacrylate
16887-36-8
US $8.00-1.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
1-ADAMANTYL METHACRYLATE pictures 2022-10-12 1-ADAMANTYL METHACRYLATE
16887-36-8
US $0.00 / L 1L GC/LC≥99.5% According to customer requirements Changzhou waston chemical technology Co.,Ltd
1-Adamantylmethacrylate pictures 2022-09-08 1-Adamantylmethacrylate
16887-36-8
US $0.00-0.00 / KG 1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
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 AdaMantan-1-yl Methacrylate 1-Adamantyl Methacrylate (stabilized with MEHQ) 2-Propenoic acid, 2-methyl-, tricyclo[3.3.1.13,7]dec-1-yl ester Methacrylic Acid 1-Adamantyl Ester 1-Methacryloyloxyadamantane ADAMA / ADMA 1-Adamantyl methacrylate (ADAMA) Sinomer? ADAMA Monomer / 1-Adamantyl Methacrylate 16887-36-8