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32360-05-7

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32360-05-7 Usage

Description

Octadecyl methacrylate is a versatile monomer commonly used in the synthesis of various polymers and copolymers. It is characterized by its long alkyl chain and a reactive methacrylate group, which allows it to be easily incorporated into polymer structures. This unique combination of properties makes it suitable for a wide range of applications across different industries.

Uses

Used in Plastics and Molding Powders Industry:
Octadecyl methacrylate is used as a monomer for the production of plastics and molding powders, providing enhanced properties such as improved strength, flexibility, and durability.
Used in Solvent Coatings Industry:
In the solvent coatings industry, octadecyl methacrylate is used as a component in the formulation of coatings, offering improved adhesion, durability, and resistance to environmental factors.
Used in Adhesives Industry:
Octadecyl methacrylate is used as a monomer in the production of adhesives, contributing to their bonding strength and resistance to various conditions.
Used in Oil Additives Industry:
As a component of oil additives, octadecyl methacrylate helps improve the performance and efficiency of lubricants, reducing friction and wear.
Used in Emulsions for Textile, Leather, and Paper Finishing:
Octadecyl methacrylate is used in the formulation of emulsions for textile, leather, and paper finishing, providing improved water resistance, durability, and overall performance.
Used in High-Strength Hydrogels Industry:
Octadecyl methacrylate is used as a reagent in the preparation of high-strength hydrogels with shape memory functions and self-healing properties, making them suitable for various applications in the biomedical and materials science fields.

Check Digit Verification of cas no

The CAS Registry Mumber 32360-05-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,3,6 and 0 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 32360-05:
(7*3)+(6*2)+(5*3)+(4*6)+(3*0)+(2*0)+(1*5)=77
77 % 10 = 7
So 32360-05-7 is a valid CAS Registry Number.
InChI:InChI=1/C22H42O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24-22(23)21(2)3/h2,4-20H2,1,3H3

32360-05-7 Well-known Company Product Price

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  • Aldrich

  • (411442)  Stearylmethacrylate  Mixture of stearyl and cetyl methacrylates, contains MEHQ as inhibitor

  • 32360-05-7

  • 411442-250ML

  • 460.98CNY

  • Detail
  • Aldrich

  • (411442)  Stearylmethacrylate  Mixture of stearyl and cetyl methacrylates, contains MEHQ as inhibitor

  • 32360-05-7

  • 411442-1L

  • 1,264.77CNY

  • Detail

32360-05-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Octadecyl methacrylate

1.2 Other means of identification

Product number -
Other names Stearyl Methacrylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates,Lubricants and lubricant additives
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:32360-05-7 SDS

32360-05-7Synthetic route

1-octadecanol
112-92-5

1-octadecanol

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

Conditions
ConditionsYield
With 10H-phenothiazine; hydroquinone at 110 - 130℃; for 4.5h; Reagent/catalyst;96%
in Gegenwart von Saeure;
1-Bromooctadecane
112-89-0

1-Bromooctadecane

Methacryloyl chloride
920-46-7

Methacryloyl chloride

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

Conditions
ConditionsYield
With triethylamine for 5h;76%
1-octadecanol
112-92-5

1-octadecanol

Methacryloyl chloride
920-46-7

Methacryloyl chloride

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 25℃; for 18h; Inert atmosphere;39%
With dmap In dichloromethane Reflux;
1-octadecanol
112-92-5

1-octadecanol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

Conditions
ConditionsYield
Stage #1: 1-octadecanol; methacrylic acid methyl ester With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy for 1h; Heating / reflux;
Stage #2: titanium tetramethoxide at 111 - 129℃; for 4h; Product distribution / selectivity;
99.3 %Chromat.
With sulfuric acid; benzene at 140 - 150℃;
α-hydroxy-isobutyric acid octadecyl ester

α-hydroxy-isobutyric acid octadecyl ester

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

Conditions
ConditionsYield
With phosphorus pentoxide; benzene at 75℃;
indole
120-72-9

indole

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

(E)-propyl 3-(1H-indol-3-yl)-2-methylacrylate
1410795-32-2

(E)-propyl 3-(1H-indol-3-yl)-2-methylacrylate

Conditions
ConditionsYield
With oxygen; palladium diacetate; trifluoroacetic acid In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 8h; regioselective reaction;78%
tributylphosphine
998-40-3

tributylphosphine

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

methacryloyloxyoctadecyl bromotributylphosphine

methacryloyloxyoctadecyl bromotributylphosphine

Conditions
ConditionsYield
In acetonitrile for 3h; Reflux;62.7%
n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

N-(4-nitrophenyl) acrylamide
7766-38-3

N-(4-nitrophenyl) acrylamide

poly(n-octadecyl methacrylate-co-N-p-nitrophenylacrylamide)

poly(n-octadecyl methacrylate-co-N-p-nitrophenylacrylamide)

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In 1,4-dioxane at 69.85℃; for 24h; Polymerization;
n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

poly(n-octadecyl methacrylate)

poly(n-octadecyl methacrylate)

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 69.85℃; for 24h; Polymerization;
n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

N-(4-nitrophenyl)maleimide
4338-06-1

N-(4-nitrophenyl)maleimide

poly(n-octadecyl methacrylate-co-N-p-nitrophenylmaleimide)

poly(n-octadecyl methacrylate-co-N-p-nitrophenylmaleimide)

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In chloroform at 69.85℃; for 24h; Polymerization;
n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(pyrimidin-2-yl)benzenesulfonamide acrylate ester

4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(pyrimidin-2-yl)benzenesulfonamide acrylate ester

Polymer, Mn 2057, Mw 3986; Monomer(s): n-octadecylmethacrylate, 1 mol; 4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(pyrimidin-2-yl)benzenesulfonamide acrylate ester, 1 mol

Polymer, Mn 2057, Mw 3986; Monomer(s): n-octadecylmethacrylate, 1 mol; 4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(pyrimidin-2-yl)benzenesulfonamide acrylate ester, 1 mol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In 1,4-dioxane at 65℃; for 48h; Polymerization;
n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(thiazol-2-yl)benzenesulfonamide acrylate ester

4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(thiazol-2-yl)benzenesulfonamide acrylate ester

Polymer, Mn 2803, Mw 4481; Monomer(s): n-octadecylmethacrylate, 1 mol; 4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(thiazol-2-yl)benzenesulfonamide acrylate ester, 1 mol

Polymer, Mn 2803, Mw 4481; Monomer(s): n-octadecylmethacrylate, 1 mol; 4-(4-N-methyl-N-2-hydroxyethylaminophenylazo)-N-(thiazol-2-yl)benzenesulfonamide acrylate ester, 1 mol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In 1,4-dioxane at 65℃; for 48h; Polymerization;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

poly(N-isopropylacrylamide93-co-methacrylic acid5-co-octadecyl acrylate2)

poly(N-isopropylacrylamide93-co-methacrylic acid5-co-octadecyl acrylate2)

Conditions
ConditionsYield
With 1,1'-azobis(1-cyanocyclohexanenitrile) In 1,4-dioxane at 65℃; for 5h; Heating;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

poly(N-isopropylacrylamide95-co-methacrylic acid3-co-octadecyl acrylate2)

poly(N-isopropylacrylamide95-co-methacrylic acid3-co-octadecyl acrylate2)

Conditions
ConditionsYield
With 1,1'-azobis(1-cyanocyclohexanenitrile) In 1,4-dioxane at 65℃; for 5h; Heating;
styrene
100-42-5

styrene

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer; Monomer(s): styrene; n-octadecyl methacrylate

polymer; Monomer(s): styrene; n-octadecyl methacrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; Product distribution; Further Variations:; concentrarions;
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃;
ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, atom-transfer radical polymerization, Mn 3.47E4, Mw/Mn 1.12; monomer(s): octadecyl methacrylate; ethyl bromoisobutyrate

polymer, atom-transfer radical polymerization, Mn 3.47E4, Mw/Mn 1.12; monomer(s): octadecyl methacrylate; ethyl bromoisobutyrate

Conditions
ConditionsYield
With copper(l) chloride; copper dichloride; 4,4'-di-(5-nonyl)-2,2'-bipyridine In o-xylene at 90℃; for 8h;
n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, atom transfer radical polymerization, Mn 5.24E4, Mw/Mn 1.30; monomer(s): 2-(trimethylsilyloxy)ethyl methacrylate; dimethyl 2,6-dibromoheptanedioate

polymer, atom transfer radical polymerization, Mn 5.24E4, Mw/Mn 1.30; monomer(s): 2-(trimethylsilyloxy)ethyl methacrylate; dimethyl 2,6-dibromoheptanedioate

copolymer, atom transfer radical polymerization, Mn 1.39E5, Mw/Mn 1.33; monomer(s): 2-(trimethylsilyloxy)ethyl methacrylate; dimethyl 2,6-dibromoheptanedioate; octadecyl methacrylate

copolymer, atom transfer radical polymerization, Mn 1.39E5, Mw/Mn 1.33; monomer(s): 2-(trimethylsilyloxy)ethyl methacrylate; dimethyl 2,6-dibromoheptanedioate; octadecyl methacrylate

Conditions
ConditionsYield
With copper(I) bromide; copper(ll) bromide; 4,4'-di-(5-nonyl)-2,2'-bipyridine In o-xylene at 90℃; for 7h;
tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, Mn 21790 by SEC, Mw/Mn 1.25, gradient copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl acrylate

polymer, Mn 21790 by SEC, Mw/Mn 1.25, gradient copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl acrylate

Conditions
ConditionsYield
With ethyl 2-bromoisobutyrate; copper(I) bromide; 4,4'-di-(5-nonyl)-2,2'-bipyridine; copper(ll) bromide In o-xylene at 100℃; for 20h;
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, Mn 24250 by SEC, Mw/Mn 1.14, random copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl methacrylate

polymer, Mn 24250 by SEC, Mw/Mn 1.14, random copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl methacrylate

Conditions
ConditionsYield
With ethyl 2-bromoisobutyrate; copper(l) chloride; 4,4'-di-(5-nonyl)-2,2'-bipyridine; copper dichloride In o-xylene at 100℃; for 5h;
polymer, Mn 9250 by SEC, Mw/Mn 1.17; monomer(s): tert-butyl methacrylate

polymer, Mn 9250 by SEC, Mw/Mn 1.17; monomer(s): tert-butyl methacrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, Mn 52000 by SEC, Mw/Mn 1.20, diblock copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl methacrylate

polymer, Mn 52000 by SEC, Mw/Mn 1.20, diblock copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl methacrylate

Conditions
ConditionsYield
With copper(I) bromide; copper(ll) bromide; 4,4'-di-(5-nonyl)-2,2'-bipyridine In o-xylene at 85℃; for 16.5h;
polymer, Mn 8300 by SEC, Mw/Mn 1.14; monomer(s): tert-butyl acrylate

polymer, Mn 8300 by SEC, Mw/Mn 1.14; monomer(s): tert-butyl acrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, Mn 28750 by SEC, Mw/Mn 1.20, diblock copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl acrylate

polymer, Mn 28750 by SEC, Mw/Mn 1.20, diblock copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl acrylate

Conditions
ConditionsYield
With copper(I) bromide; copper(ll) bromide; 4,4'-di-(5-nonyl)-2,2'-bipyridine In o-xylene at 90℃; for 32h;
polymer, Mn 8300 by SEC, Mw/Mn 1.14; monomer(s): tert-butyl acrylate

polymer, Mn 8300 by SEC, Mw/Mn 1.14; monomer(s): tert-butyl acrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, Mn 75900 by SEC, Mw/Mn 1.14, ABA triblock copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl acrylate

polymer, Mn 75900 by SEC, Mw/Mn 1.14, ABA triblock copolymer; monomer(s): n-octadecyl methacrylate; tert-butyl acrylate

Conditions
ConditionsYield
With 4,4'-di-(5-nonyl)-2,2'-bipyridine In o-xylene at 90℃; for 27.5h;
polymer, Mn 34980 by SEC, Mw/Mn 1.16; monomer(s): n-butyl acrylate

polymer, Mn 34980 by SEC, Mw/Mn 1.16; monomer(s): n-butyl acrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, Mn 74400 by SEC, Mw/Mn 1.16, ABA triblock copolymer; monomer(s): n-octadecyl methacrylate; n-butyl acrylate

polymer, Mn 74400 by SEC, Mw/Mn 1.16, ABA triblock copolymer; monomer(s): n-octadecyl methacrylate; n-butyl acrylate

Conditions
ConditionsYield
With 4,4'-di-(5-nonyl)-2,2'-bipyridine In o-xylene at 90℃; for 31.5h;
n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

polymer, Mn 26400 by SEC, Mw/Mn 1.14; monomer(s): n-octadecyl methacrylate

polymer, Mn 26400 by SEC, Mw/Mn 1.14; monomer(s): n-octadecyl methacrylate

Conditions
ConditionsYield
With ethyl 2-bromoisobutyrate; copper(l) chloride; 4,4'-di-(5-nonyl)-2,2'-bipyridine; copper dichloride In o-xylene at 90℃; for 6h;
cetyl methacrylate
2495-27-4

cetyl methacrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

1H,1H,2H,2H-heptadecafluorodecyl acrylate
27905-45-9

1H,1H,2H,2H-heptadecafluorodecyl acrylate

1,1,2,2-Tetrahydroperfluorododecyl acrylate
17741-60-5

1,1,2,2-Tetrahydroperfluorododecyl acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 20/80; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 20/80; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 70℃; for 6h;
cetyl methacrylate
2495-27-4

cetyl methacrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

1H,1H,2H,2H-heptadecafluorodecyl acrylate
27905-45-9

1H,1H,2H,2H-heptadecafluorodecyl acrylate

1,1,2,2-Tetrahydroperfluorododecyl acrylate
17741-60-5

1,1,2,2-Tetrahydroperfluorododecyl acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 30/70; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 30/70; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 70℃; for 6h;
cetyl methacrylate
2495-27-4

cetyl methacrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

1H,1H,2H,2H-heptadecafluorodecyl acrylate
27905-45-9

1H,1H,2H,2H-heptadecafluorodecyl acrylate

1,1,2,2-Tetrahydroperfluorododecyl acrylate
17741-60-5

1,1,2,2-Tetrahydroperfluorododecyl acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 40/60; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 40/60; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 70℃; for 6h;
cetyl methacrylate
2495-27-4

cetyl methacrylate

n-octadecyl methacrylate
32360-05-7

n-octadecyl methacrylate

1H,1H,2H,2H-heptadecafluorodecyl acrylate
27905-45-9

1H,1H,2H,2H-heptadecafluorodecyl acrylate

1,1,2,2-Tetrahydroperfluorododecyl acrylate
17741-60-5

1,1,2,2-Tetrahydroperfluorododecyl acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 50/50; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

copolymer, synthesized in solution in butyl acetate, molar fractions of fluorinated acrylic monomers/alkyl methacrylate monomers 50/50; monomer(s): stearyl-MA; palmityl-MA; C8H4F13-acrylate; C10H4F17-acrylate; C12H4F21-acrylate; C14H4F25-acrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 70℃; for 6h;

32360-05-7Downstream Products

32360-05-7Relevant articles and documents

Preparation process of long-chain alkyl (meth) acrylate

-

Paragraph 0055; 0056; 0059; 0060, (2021/01/12)

The invention discloses a preparation process of long-chain alkyl (meth) acrylate, which adopts a polymerization inhibitor composition containing phenothiazine accounting for at least 10% of the totalmass of the composition as a polymerization inhibitor for esterification reaction. The invention solves the problem of self-polymerization in the post-treatment process, can effectively control the acidity of the product to obtain a colorless or white high-purity product, and has the advantages of high yield and expanded application range of the product; in addition, according to the preparationprocess, polymerized excessive (methyl) acrylic acid is recycled, so that a large amount of acid wastewater is prevented from being generated, and the comprehensive benefit is increased.

Synthesis and single-chain folding of amphiphilic random copolymers in water

Terashima, Takaya,Sugita, Takanori,Fukae, Kaoru,Sawamoto, Mitsuo

, p. 589 - 600 (2014/02/14)

Amphiphilic random methacrylate copolymers, consisting of poly(ethylene glycol) (PEG) and alkyl pendent groups, undergo reversible single-chain self-folding in water via intramolecular hydrophobic interaction, to generate a dynamic unimolecular hydrophobic nanospace, similar in shape but structurally different relative to micelles and microgel star polymers. These copolymers were prepared by the ruthenium-catalyzed living radical copolymerization of a PEG methacrylate (PEGMA) and an alkyl methacrylate (RMA; R, -CnH 2n+1, n = 1-18), where copolymer composition, degree of polymerization, and hydrophobic R moiety were varied. Detailed structural and chain-folding characterization has revealed: single-chain folding is favored with the RMA content 20-40 mol % per chain; the hydrophobic inner compartment (or the self-folded structure) is stable even at a high polymer concentration (up to ~6 wt %); and folded-unfolded transition occurs on addition of methanol or by elevating solution temperature, finally to phase-separation above a lower critical solution temperature.

Designing polymers for biphasic liquid/liquid separations after homogeneous reactions

Bergbreiter, David E.,Sung, Shayna D.,Li, Jun,Ortiz, Denisse,Hamilton, Patrick N.

, p. 461 - 468 (2013/09/05)

The phase-selective solubility properties of polymer supports that could be used in thermomorphic and latent biphasic systems useful in synthesis and catalysis were evaluated using polymers tagged with either visible dyes or fluorescent probes. Heptane/DMF, heptane/90% ethanol-water, heptane/ethyl acetate, heptane/ethanol, and heptane/tert-butyl alcohol solvent mixtures were all studied as examples of thermomorphic or latent biphasic systems. A range of polymers including polyisobutylene (PIB), poly(tert-butylstyrene) (PTBS), poly(octadecyl acrylate) (PODA), and poly(octadecyl methacrylate) (PODMA) were tested for hydrophobic phase-selective solubility. The results of these studies are compared to prior work with polar and nonpolar poly(N-alkylacrylamide)s and polystyrene. Together with this prior work, these results show that a wide range of polymers and solvent mixtures can be used for the recycling of soluble polymer-bound catalysts, reagents, and sequestrants using either thermomorphic or latent biphasic separation strategies.

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