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5384-21-4 Usage

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 5384-21-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,8 and 4 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5384-21:
(6*5)+(5*3)+(4*8)+(3*4)+(2*2)+(1*1)=94
94 % 10 = 4
So 5384-21-4 is a valid CAS Registry Number.

5384-21-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4'-Methylenebis(2,6-dimethylphenol)

1.2 Other means of identification

Product number -
Other names 4,4'-Methylenebis(2,6-diMethylphenol)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:5384-21-4 SDS

5384-21-4Synthetic route

formaldehyd
50-00-0

formaldehyd

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With silica supported perchloric acid In neat (no solvent) for 4.25h; Catalytic behavior; Reagent/catalyst; Solvent; Heating; Green chemistry;94%
With hydrogenchloride In light petroleum; water at 27℃;93%
With hydrogenchloride In Petroleum ether at 27℃; for 2.75h;93%
4-(hydroxymethyl)-2,6-dimethylphenol
4397-14-2

4-(hydroxymethyl)-2,6-dimethylphenol

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.5h;94%
at 140 - 155℃;
at 180℃; under 1 Torr;
With hydrogenchloride
Multi-step reaction with 2 steps
1: benzene / 50 °C / Einleiten von HBr
2: SnCl2; glacial acetic acid; water
View Scheme
4,4'-(oxybis(methylene))bis(2,6-dimethylphenol)
71655-87-3

4,4'-(oxybis(methylene))bis(2,6-dimethylphenol)

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.25h;86%
Mesitol
527-60-6

Mesitol

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With ammonium acetate; potassium hexacyanoferrate(III) In methanol; water at 45℃; for 240h;55%
Multi-step reaction with 2 steps
1: aq. (KO3S)2NO, NaOAc / acetone
2: aq. HCl
View Scheme
formaldehyd
50-00-0

formaldehyd

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

A

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

B

4-(hydroxymethyl)-2,6-dimethylphenol
4397-14-2

4-(hydroxymethyl)-2,6-dimethylphenol

Conditions
ConditionsYield
With sodium hydroxide for 18h; Ambient temperature; Yields of byproduct given;A n/a
B 52%
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

dichloromethane
75-09-2

dichloromethane

A

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

B

4-hydroxy-3,5,2',6'-tetramethyldiphenyl ether
3698-40-6

4-hydroxy-3,5,2',6'-tetramethyldiphenyl ether

C

4,4',4
6204-16-6

4,4',4"-trihydroxy-3,3',3",5,5',5"-hexamethyltriphenylmethane

Conditions
ConditionsYield
at 15℃; for 48h; Irradiation;A 0.7%
B 0.3%
C 1.7%
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

A

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

B

4-hydroxy-3,5,2',6'-tetramethyldiphenyl ether
3698-40-6

4-hydroxy-3,5,2',6'-tetramethyldiphenyl ether

C

4,4',4
6204-16-6

4,4',4"-trihydroxy-3,3',3",5,5',5"-hexamethyltriphenylmethane

Conditions
ConditionsYield
With dichloromethane at 15℃; for 48h; Irradiation;A 0.7%
B 0.3%
C 1.7%
ethanol
64-17-5

ethanol

3,5-dimethyl-4-hydroxybenzyl bromide
45952-56-5

3,5-dimethyl-4-hydroxybenzyl bromide

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

hexamethylenetetramine
100-97-0

hexamethylenetetramine

A

Mesitol
527-60-6

Mesitol

B

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With water
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

hexamethylenetetramine
100-97-0

hexamethylenetetramine

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
at 165℃;
at 165℃;
at 130℃; for 3h;
3,5-dimethyl-4-hydroxybenzyl bromide
45952-56-5

3,5-dimethyl-4-hydroxybenzyl bromide

sodium ethanolate
141-52-6

sodium ethanolate

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

3,5-dimethyl-4-hydroxybenzyl bromide
45952-56-5

3,5-dimethyl-4-hydroxybenzyl bromide

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With methanol; ethanol; water; sodium ethanolate weitere Reagenzien: wss. Aceton, wss. NaOH;
With water; acetic acid; tin(ll) chloride
4,4'-dihydroxy-3,3',5,5'-tetramethylbenzophenone
92005-15-7

4,4'-dihydroxy-3,3',5,5'-tetramethylbenzophenone

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc
Mesitol
527-60-6

Mesitol

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
ohne Loesungsmittel;
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

phenylthiomethyl chloride
7205-91-6

phenylthiomethyl chloride

A

Mesitol
527-60-6

Mesitol

B

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With tin(IV) chloride; nickel 1.) CH2Cl2, room temp., 1 h, 2.) acetone, ethanol, room temp., 1 h; Yield given. Multistep reaction. Yields of byproduct given;
sodium 2-naphtholate
875-83-2

sodium 2-naphtholate

(Z)-N-nitroso-2,6-dimethyl-4-(methylaminomethyl)phenol
90466-00-5

(Z)-N-nitroso-2,6-dimethyl-4-(methylaminomethyl)phenol

A

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

B

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

C

1-(4-hydroxy-3,5-dimethylbenzyl)-2-naphthol

1-(4-hydroxy-3,5-dimethylbenzyl)-2-naphthol

D

1-(4-hydroxy-3,5-dimethylbenzyl)-2-methoxynaphthalene

1-(4-hydroxy-3,5-dimethylbenzyl)-2-methoxynaphthalene

Conditions
ConditionsYield
With potassium hydroxide In water at 100℃; for 2h; Further byproducts given;A 17 mg
B n/a
C 161 mg
D 67.0 mg
(Z)-N-nitroso-2,6-dimethyl-4-(methylaminomethyl)phenol
90466-00-5

(Z)-N-nitroso-2,6-dimethyl-4-(methylaminomethyl)phenol

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol for 4.5h; Heating; also with carbonate buffer pH 10, other substrates;60.5 mg
1-<(4-Hydroxy-3,5-dimethyl-phenyl)-methyl>-piperidin
42900-97-0

1-<(4-Hydroxy-3,5-dimethyl-phenyl)-methyl>-piperidin

NaOH-solution , diluted

NaOH-solution , diluted

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

hexamethylenetetramine
100-97-0

hexamethylenetetramine

water
7732-18-5

water

A

Mesitol
527-60-6

Mesitol

B

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

N-<4-oxy-3.5-dimethyl-benzyl>-piperidine

N-<4-oxy-3.5-dimethyl-benzyl>-piperidine

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With sodium hydroxide
Mesitol
527-60-6

Mesitol

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

iron(II) sulfate

iron(II) sulfate

acetic acid
64-19-7

acetic acid

A

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

B

3,5,3',5'-tetramethyl-biphenyl-2,4'-diol

3,5,3',5'-tetramethyl-biphenyl-2,4'-diol

Mesitol
527-60-6

Mesitol

A

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

B

phenol 19 and polymeric forms

phenol 19 and polymeric forms

Conditions
ConditionsYield
With ammonium acetate; potassium hexacyanoferrate(III) In methanol; water at 45℃; for 240h; Mechanism; Product distribution; other oxidizing agent; other phenols;
4-(hydroxymethyl)-2,6-dimethylphenol
4397-14-2

4-(hydroxymethyl)-2,6-dimethylphenol

A

formaldehyd
50-00-0

formaldehyd

B

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

C

4,4'-(oxybis(methylene))bis(2,6-dimethylphenol)
71655-87-3

4,4'-(oxybis(methylene))bis(2,6-dimethylphenol)

D

water
7732-18-5

water

Conditions
ConditionsYield
at 140 - 155℃;
3,5-dimethyl-4-hydroxybenzyl bromide
45952-56-5

3,5-dimethyl-4-hydroxybenzyl bromide

water
7732-18-5

water

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

3,5-dimethyl-4-hydroxybenzyl bromide
45952-56-5

3,5-dimethyl-4-hydroxybenzyl bromide

aqueous NaOH

aqueous NaOH

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

3,5-dimethyl-4-hydroxybenzyl bromide
45952-56-5

3,5-dimethyl-4-hydroxybenzyl bromide

acetic acid
64-19-7

acetic acid

SnCl2

SnCl2

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

tris-(4-hydroxy-3,5-dimethyl-benzyl)-amine
41763-16-0

tris-(4-hydroxy-3,5-dimethyl-benzyl)-amine

of sulfate of tris-<4-hydroxy-3.5-dimethyl-benzyl>-amine

of sulfate of tris-<4-hydroxy-3.5-dimethyl-benzyl>-amine

sodium carbonate

sodium carbonate

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
at 160℃;
2,6-dimethyl-4-(3,5-dimethyl-4-hydroxybenzylidene)-2,5-cyclohexadien-1-one
107140-21-6

2,6-dimethyl-4-(3,5-dimethyl-4-hydroxybenzylidene)-2,5-cyclohexadien-1-one

acetic acid
64-19-7

acetic acid

zinc

zinc

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

N-methyl-4-benzoyloxy-3,5-dimethylbenzylammonium chloride

N-methyl-4-benzoyloxy-3,5-dimethylbenzylammonium chloride

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq.NaNO2, glac.AcOH / 5 h
2: n-PrNH2 / 24 h / Heating
3: KOH / H2O / 2 h / 100 °C
View Scheme
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

2,2′,6,6′-tetramethyl-4,4′-methylenebis(cyclohexylamine)
65962-45-0

2,2′,6,6′-tetramethyl-4,4′-methylenebis(cyclohexylamine)

Conditions
ConditionsYield
With ammonia; Ni-Cr-Ba-Zn96.9%
With ammonia; Ni-Cr-Al-Cu In hydrogen
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

3-nitrobenzene-1,2-dicarbonitrile
51762-67-5

3-nitrobenzene-1,2-dicarbonitrile

C33H24N4O2

C33H24N4O2

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 24h;95%
[V(N-2,6-Me2C6H3)(CH2SiMe3)3]

[V(N-2,6-Me2C6H3)(CH2SiMe3)3]

bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

C49H80N2O2Si4V2

C49H80N2O2Si4V2

Conditions
ConditionsYield
In toluene at -5 - 20℃; for 12h; Inert atmosphere;87%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

2,6-dimethyl-4-(3,5-dimethyl-4-hydroxybenzylidene)-2,5-cyclohexadien-1-one
107140-21-6

2,6-dimethyl-4-(3,5-dimethyl-4-hydroxybenzylidene)-2,5-cyclohexadien-1-one

Conditions
ConditionsYield
With silver(l) oxide In diethyl ether at 20℃; for 12h; Inert atmosphere;86%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

bis-(3,5-dimethyl-3-acethoxy-4-oxocyclohexa-1,5-dienyl)methane

bis-(3,5-dimethyl-3-acethoxy-4-oxocyclohexa-1,5-dienyl)methane

Conditions
ConditionsYield
In ethyl acetate at 27℃; for 0.75h;82%
In benzene at 27℃; for 1h;45%
In toluene at 27℃;45%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

epichlorohydrin
106-89-8

epichlorohydrin

4,4’-methylenebis(2,6-dimethylphenol) diglycidyl ether
93705-66-9

4,4’-methylenebis(2,6-dimethylphenol) diglycidyl ether

Conditions
ConditionsYield
Stage #1: bis(4-hydroxy-3,5-dimethylphenyl)methane; epichlorohydrin In isopropyl alcohol at 80℃;
Stage #2: With sodium hydroxide In water; isopropyl alcohol at 80℃; for 2h;
60%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-(4-(tert-butyldimethylsilyloxy)-3,5-dimethylbenzyl)-2,6-dimethylphenol

4-(4-(tert-butyldimethylsilyloxy)-3,5-dimethylbenzyl)-2,6-dimethylphenol

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 50℃; for 48h; Inert atmosphere;53%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

allyl bromide
106-95-6

allyl bromide

4-(4-(allyloxy)-3,5-dimethylbenzyl)-2,6-dimethylphenol

4-(4-(allyloxy)-3,5-dimethylbenzyl)-2,6-dimethylphenol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;52%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;28%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

acetic anhydride
108-24-7

acetic anhydride

bis(4-acethoxy-3,5-dimethylphenyl)methyl acetate

bis(4-acethoxy-3,5-dimethylphenyl)methyl acetate

Conditions
ConditionsYield
With sodium periodate at 75 - 80℃; for 5h;51.28%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

methyl iodide
74-88-4

methyl iodide

2,6-dimethyl-4-[(4'-methoxy-3',5'-dimethylphenyl)methyl]phenol

2,6-dimethyl-4-[(4'-methoxy-3',5'-dimethylphenyl)methyl]phenol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;50%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

A

2,6-dimethyl-4-nitro phenol
2423-71-4

2,6-dimethyl-4-nitro phenol

B

2,6-dimethyl-1,4-benzoquinone
527-61-7

2,6-dimethyl-1,4-benzoquinone

Conditions
ConditionsYield
With sulfuric acid; nitric acid In nitromethane at 2℃; for 1h; Product distribution;A 22%
B 41%
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

benzoquinone N-chloroimine
637-61-6

benzoquinone N-chloroimine

2,6-dimethyl-[1,4]benzoquinone-4-(4-hydroxy-phenylimine)
30128-02-0

2,6-dimethyl-[1,4]benzoquinone-4-(4-hydroxy-phenylimine)

Conditions
ConditionsYield
With sodium hydroxide; sodium chloride
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

2,6,2',6'-tetramethyl-4,4'-methanediyl-bis-cyclohexanol
59079-37-7

2,6,2',6'-tetramethyl-4,4'-methanediyl-bis-cyclohexanol

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

dibromo-3,4 dimethylphenol-2,6
1125-51-5

dibromo-3,4 dimethylphenol-2,6

Conditions
ConditionsYield
With bromine; acetic acid
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

acetic acid
64-19-7

acetic acid

dibromo-3,4 dimethylphenol-2,6
1125-51-5

dibromo-3,4 dimethylphenol-2,6

Conditions
ConditionsYield
bei der Bromierung;
bis(4-hydroxy-3,5-dimethylphenyl)methane
5384-21-4

bis(4-hydroxy-3,5-dimethylphenyl)methane

dimethyl sulfate
77-78-1

dimethyl sulfate

A

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane
16271-22-0

3,3',5,5'-Tetramethyl-4,4'-dimethoxydiphenylmethane

B

2,6-dimethyl-4-[(4'-methoxy-3',5'-dimethylphenyl)methyl]phenol

2,6-dimethyl-4-[(4'-methoxy-3',5'-dimethylphenyl)methyl]phenol

5384-21-4Relevant articles and documents

Cycloaddition of bis-cyclohexa-2,4-dienones: Synthesis of novel carbocycles

Singh, Deepak,Deota, Pradeep T.

, p. 292 - 300 (2013)

Syntheses of novel carbocycles (4) and (5) based on cycloaddition of bis-cyclohexa-2,4-dienone (3) and cyclopentadiene is reported. An improved method for the preparation of tetramethyl bisphenol-F (2), a precursor of bis-cyclohexa-2,4-dienone (3), is also presented.

Synthesis, oxidation and crosslinking of tetramethyl bisphenol F (TMBPF)-based polymers for oxygen/nitrogen gas separations

Sundell, Benjamin J.,Shaver, Andrew T.,Liu, Qiang,Nebipasagil, Ali,Pisipati, Priya,Mecham, Sue J.,Riffle, Judy S.,Freeman, Benny D.,McGrath, James E.

, p. 5623 - 5634 (2014)

Amorphous, high glass transition, crosslinkable poly(arylene ether)s for gas purification membranes have been synthesized. The polymers include a moiety capable of several oxidation reactions and UV crosslinking. Structural identification was confirmed by 1H NMR and IR spectroscopy and molecular weights were determined by SEC. Two oxidation reactions of the polymers were identified, one by chemical treatment using Oxone and KBr and one by elevated thermal treatment in air. DSC and TGA were used for thermal characterization, and TGA, 1H NMR and ATR-FTIR revealed the progress of the thermal oxidation reactions. Both polymers produced tough, ductile films and gas transport properties of the non-crosslinked linear polymers and crosslinked polymer are compared. The O2 permeability of one exemplary non-crosslinked poly(arylene ether) was 2.8 Barrer, with an O2/N2 selectivity of 5.4. Following UV crosslinking, the O2 permeability decreased to 1.8 Barrer, and the O2/N2 selectivity increased to 6.2.

Eco-friendly Solvent-free Route to Alkyl- and Aryl-Bisphenols Catalyzed by Perchloric Acid-Silica

Deota, Pradeep T.,Singh, Deepak

, p. 1 - 7 (2020/07/21)

-

Surface-accessible detection units in self-immolative polymers enable translation of selective molecular detection events into amplified responses in macroscopic, solid-state plastics

Yeung, Kimy,Kim, Hyungwoo,Mohapatra, Hemakesh,Phillips, Scott T.

supporting information, p. 5324 - 5327 (2015/05/13)

This Communication describes a strategy for incorporating detection units onto each repeating unit of self-immolative CDr polymers. This strategy enables macroscopic plastics to respond quickly to specific applied molecular signals that react with the plastic at the solid-liquid interface between the plastic and surrounding fluid. The response is a signal-induced depolymerization reaction that is continuous and complete from the site of the reacted detection unit to the end of the polymer. Thus, this strategy retains the ability of CDr polymers to provide amplified responses via depolymerization while simultaneously enhancing the rate of response of CDr-based macroscopic plastics to specific applied signals. Depolymerizable poly(benzyl ethers) were used to demonstrate the strategy and now are capable of depolymerizing in the context of rigid, solid-state polymeric materials.

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