2589-57-3

Basic information

• Product Name: Dimethyl 2,2'-azobis(2-methylpropionate)
• Synonyms: 2,2'-Azobis(methyl 2-methyl propionate);MAIB;2,2'-Azobis(methyl isobutyrate);2,2-AZOBISISOBUTYRIC ACID DIMETHYL ESTER 99%;Dimethyl 2,2’-azobis(2-methylpropionate):V-601;dimethyl 2,2'-azodiisobutyrate;2,2'-Azobis(2-methylpropanoic acid)dimethyl ester;2,2'-Azobis(2-methylpropionic acid)dimethyl ester
• CAS NO: 2589-57-3
• Molecular Formula: C₁₀H₁₈N₂O₄
• Molecular Weight: 230.26
• EINECS: 219-976-6
• Product Categories: pharmacetical
• Mol File: 2589-57-3.mol

Chemical Properties

• Melting Point: 22-28°C
• Boiling Point: 248.3 ºCat 760 mmHg
• Flash Point: 77.7 ºC
• Appearance: white crystal(little light yellow)
• Density: 1.06 g/cm³
• Vapor Pressure: 2.85Pa at 20℃
• Water Solubility: insoluble
• CAS DataBase Reference: Dimethyl 2,2'-azobis(2-methylpropionate)(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethyl 2,2'-azobis(2-methylpropionate)(2589-57-3)
• EPA Substance Registry System: Dimethyl 2,2'-azobis(2-methylpropionate)(2589-57-3)

Safety Data

• Hazardous Substances Data: 2589-57-3(Hazardous Substances Data)

Usage

Uses

Used in Polymerization Processes:
Dimethyl 2,2'-azobis(2-methylpropionate) is used as a radical initiator for its ability to decompose into free radicals at elevated temperatures. This initiates the formation of polymer chains, making it an essential component in the synthesis of various polymers.
Used in Chemical Reactions:
In the chemical industry, Dimethyl 2,2'-azobis(2-methylpropionate) is utilized as a catalyst to facilitate specific reactions that require the presence of free radicals. Its decomposition properties enable it to act as a catalyst in a range of chemical processes.
Used in Research and Development:
In the field of scientific research, Dimethyl 2,2'-azobis(2-methylpropionate) is employed as a reagent in experiments that involve the study of free radical chemistry and polymerization kinetics. Its controlled decomposition helps researchers understand the mechanisms and dynamics of various chemical reactions.
Used in Specialty Chemicals Production:
Dimethyl 2,2'-azobis(2-methylpropionate) is used as a key ingredient in the production of specialty chemicals that require precise control over polymerization and free radical reactions. Its application ensures the synthesis of high-quality products with specific properties tailored to various industrial needs.
Used in Material Science:
In material science, Dimethyl 2,2'-azobis(2-methylpropionate) is utilized for the development of advanced materials with unique properties. Its role in initiating polymerization reactions contributes to the creation of materials with tailored characteristics for specific applications, such as high-strength polymers or materials with specific thermal or electrical properties.

Synthetic route

methanol (67-56-1) + 2,2'-azobis(isobutyronitrile) (78-67-1) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

Conditions	Yield
With thionyl chloride In 1,2-dichloro-ethane at 15 - 32℃; for 6h; Temperature; Solvent; Reagent/catalyst;	94.9%

methanol (67-56-1) + 2,2'-hydrazobis(2-methylpropionitrile) (6869-07-4) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

Conditions	Yield
Stage #1: methanol; 2,2'-hydrazobis(2-methylpropionitrile) With chlorine; sodium bromide In chlorobenzene at 15℃; Stage #2: With hydrogenchloride In chlorobenzene at 20℃; for 18h; Stage #3: With water In toluene at 30℃; for 2h;	92%

methanol (67-56-1) + propyl cyanide (109-74-0) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

Conditions	Yield
Stage #1: methanol; propyl cyanide In toluene at 20℃; for 0.0833333h; Stage #2: With hydrogenchloride In water; toluene at 10 - 20℃; for 1.05h; Temperature; Solvent;	80.3%

propyl cyanide (109-74-0) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

Conditions	Yield
With hydrogenchloride In water; toluene at 18 - 22℃; for 18h; Large scale;	54.2%

methyl ester of α-(N-chloro-N-methoxyamino)isobutyric acid (76170-90-6) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + dimethyl azoxyisobutyrate (80552-77-8)

Conditions	Yield
With sodium thioethylate In acetonitrile at 20℃; for 8h;	A 7.3% B 24.6%

methyl-α-N,N-dichloroaminoisobutyrate (34508-73-1) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

Conditions	Yield
With sodium hydroxide In methanol

methanol (67-56-1) + Azobis(n-butylcarboxypropane) (21302-38-5) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + butyl methyl azoisobutyrate

Conditions	Yield
With sodium hydride In benzene for 20h; Ambient temperature; Yields of byproduct given;	A n/a B 680 mg

dimethyl 2,2'-hydrazinobisisobutyrate (199590-95-9) + bromine water → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

water (7732-18-5) + dimethyl 2,2'-(diazene-1,2-diyl)bis(2-methylpropanimidate) dihydrochloride (52300-30-8, 52845-48-4) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

methanol (67-56-1) + 2,2'-azobis(isobutyronitrile) (78-67-1) + ethanol (64-17-5) → C11H20N2O4 + dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + diethyl 2,2'-azobis(2-methylpropionate) (3879-07-0)

Conditions	Yield
Stage #1: methanol; 2,2'-azobis(isobutyronitrile); ethanol With hydrogenchloride In toluene at 15 - 20℃; for 20 - 21h; Stage #2: With water In toluene at 30℃; for 2h;
Stage #1: 2,2'-azobis(isobutyronitrile); ethanol With hydrogenchloride In toluene at 15 - 20℃; for 6h; Stage #2: methanol With hydrogenchloride In toluene at 15 - 20℃; for 17.5h; Stage #3: With water In toluene at 20 - 30℃; for 1h;

[α,α']azoisobutyrimidic acid dimethyl ester (74095-59-3) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

Conditions	Yield
With water at 10 - 30℃; for 1h;

2-oxotetrahydrofuran-3-yl methacrylate (195000-66-9) + (2,4-dimethoxyphenyl)-[4'-(2-hydroxy-ethoxy)-phenyl]-dimethoxymethane → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

dimethyl 2,2'-hydrazinobisisobutyrate (199590-95-9) → dimethyl 2,2'-azobis(isobutyrate) (2589-57-3)

Conditions	Yield
With ammonium cerium (IV) nitrate; oxygen; acetic acid In 1,4-dioxane; water at 60℃; under 760.051 Torr; for 4h; Sealed tube;	70 %Chromat.

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + divinyl adipate (4074-90-2) → polymer; monomer(s): divinyl adipate, 0.3 mol/l; dimethyl 2,2\-azobis(isobutyrate), 0.01 mol/l

Conditions	Yield
In benzene at 80℃; for 4h;	93%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + N-methyl-N-(2-methylprop-2-enoyl)benzamide (111875-47-9) → methyl 3-(2,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-4-yl)-2,2-dimethylpropanoate

Conditions	Yield
With potassium phosphate; copper(l) iodide In N,N-dimethyl-formamide at 90℃;	92%
With potassium phosphate; copper(l) iodide; oxygen In N,N-dimethyl-formamide at 90℃; under 760.051 Torr;	57%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 2-(1-azidovinyl)-4'-chloro-1,1'-biphenyl → methyl 2,2-dimethyl-3-(3-chlorophenanthridin-6-yl)propanoate

Conditions	Yield
With copper(II) nitrate nonahydrate In N,N-dimethyl-formamide at 50℃; for 8h; Reagent/catalyst; Temperature; Inert atmosphere;	92%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 3,4,5‐trihydroxycinnamic acid (6093-59-0) → 2,2-dimethyl-4-(3,4,5-trihydroxyphenyl)-3-butenoic acid methyl ester

Conditions	Yield
With silver trifluoromethanesulfonate; p-toluidine; copper(II) oxide at 120℃; for 9h;	89%
at 120℃; for 9h;
at 120℃; for 9h; Temperature; Reagent/catalyst;

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + trans-3-(3,4,5-trihydroxyphenyl)-2-propenoic acid (6093-59-0) → 2,2-dimethyl-4-(3,4,5-trihydroxyphenyl)-3-butenoic acid methyl ester

Conditions	Yield
With silver trifluoromethanesulfonate; p-toluidine; copper(II) oxide at 120℃; for 9h; Temperature; Reagent/catalyst;	89%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + divinyl adipate (4074-90-2) → polymer, Mn 1.68E4 g/mol by GPC, Mw/Mn 13.0; monomer(s): divinyl adipate; dimethyl 2,2\-azobis(isobutyrate)

Conditions	Yield
In benzene at 80℃; for 4h;	87%

3-pyridin-2-yl-acrylic acid (7340-22-9) + dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) → (E)-methyl 2,2-dimethyl-4-(pyridin-2-yl)but-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	85%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 2-(1-vinyl azide)-4'-methyl-1,1'-biphenyl → C20H21NO2

Conditions	Yield
With copper(II) nitrate nonahydrate In dichloromethane at 100℃; for 8h; Temperature; Solvent; Inert atmosphere;	85%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 3-(4-chlorobenzoyl)acrylic acid (29582-39-6, 6269-33-6) → (E)-methyl 5-(4-chlorophenyl)-2,2-dimethyl-5-oxopent-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	84%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + (Z)-4-(2,5-Dimethyl-phenyl)-4-oxo-but-2-enoic acid (15254-22-5) → (E)-methyl 5-(2,5-dimethylphenyl)-2,2-dimethyl-5-oxopent-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	83%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + Cinnamic acid (621-82-9) → methyl (E)-2,2-dimethyl-4-phenyl-3-buten-1-oate (94041-88-0)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Reagent/catalyst; Time; Inert atmosphere;	83%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + di-isopropyl azodicarboxylate (2446-83-5) + 1-ethynyl-3-methoxybenzene (768-70-7) → diisopropyl 1-[(E)-1-(3-methoxyphenyl)-4-methoxy-3,3-dimethyl-4-oxobut-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;	83%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + β-(4-bromobenzoyl)acrylic acid (39644-80-9) → (E)-methyl 5-(4-bromophenyl)-2,2-dimethyl-5-oxopent-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	82%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 3-benzoylacrylic acid (583-06-2) → (E)-methyl 2,2-dimethyl-5-oxo-5-phenylpent-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	80%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + divinyl adipate (4074-90-2) → polymer, Mn 1.85E4 g/mol by GPC, Mw/Mn 12.7; monomer(s): divinyl adipate; dimethyl 2,2\-azobis(isobutyrate)

Conditions	Yield
In benzene at 80℃; for 4h;	79%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + N-phenyl-N-(prop-2- yn-1-yl)methacrylamide (1242029-32-8) → methyl 2,2-dimethyl-3-(3-methyl-4-methylene-2-oxo-1-phenylpyrrolidin-3-yl)propanoate

Conditions	Yield
In ethyl acetate at 60℃; for 16h; Schlenk technique; Green chemistry; regioselective reaction;	78%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 3-methylcinnamic acid (3029-79-6) → (E)-methyl 2,2-dimethyl-4-m-tolylbut-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	77%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 4-(p-methylphenyl)-4-oxo-2-butenoic acid (20972-36-5, 35513-41-8, 24849-45-4) → (E)-methyl 2,2-dimethyl-5-oxo-5-p-tolylpent-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	77%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + di-isopropyl azodicarboxylate (2446-83-5) + 4-methoxyphenylacetylen (768-60-5) → diisopropyl 1-[(E)-4-methoxy-1-(4-methoxyphenyl)-3,3-dimethyl-4-oxobut-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; stereoselective reaction;	77%

3,4-methylenedioxyphenylethyne (57134-53-9) + dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + di-isopropyl azodicarboxylate (2446-83-5) → diisopropyl 1-[(E)-1-(benzo[d][1,3]dioxol-5-yl)-4-methoxy-3,3-dimethyl-4-oxobut-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;	77%

3,4,5-trimethoxycinnamic acid (90-50-6) + dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) → (E)-methyl 2,2-dimethyl-4-(3,4,5-trimethoxyphenyl)but-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	76%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + cis-cinnamic acid (140-10-3, 621-82-9, 102-94-3) → methyl (E)-2,2-dimethyl-4-phenyl-3-buten-1-oate (94041-88-0)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	76%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + α-phenylselenylacrylonitrile (78811-30-0) → (E)-4,5-Bis-methoxycarbonyl-2,2,7,7-tetramethyl-oct-4-enedioic acid dimethyl ester

Conditions	Yield
In benzene at 80℃; for 16h;	75%

p-chlorocinnamic acid (1615-02-7) + dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) → (E)-methyl 4-(4-chlorophenyl)-2,2-dimethylbut-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	75%

dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + 2-methylcinnamic acid (2373-76-4) → (E)-methyl 2,2-dimethyl-4-o-tolylbut-3-enoate

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; silver orthophosphate; copper(II) nitrate trihydrate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Inert atmosphere;	73%

3-ethynylquinoline (78593-40-5) + dimethyl 2,2'-azobis(isobutyrate) (2589-57-3) + di-isopropyl azodicarboxylate (2446-83-5) → diisopropyl 1-[(E)-4-methoxy-3,3-dimethyl-4-oxo-1-(quinolin-3-yl)but-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;	73%

Upstream product

• 76170-90-6 methyl ester of α-(N-chloro-N-methoxyamino)isobutyric acid 
• 7732-18-5 water 
• 52300-30-8 dimethyl 2,2'-(diazene-1,2-diyl)bis(2-methylpropanimidate) dihydrochloride 
• 195000-66-9 2-oxotetrahydrofuran-3-yl methacrylate 
• 52300-30-8 2,2'-azobis(1-imino-1-methoxy-2-methylpropane) dihydrochloride 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 67-56-1 methanol 
• 34241-39-9 azobisisobutyronitrile 
• 109-74-0 propyl cyanide 
• 199590-95-9 dimethyl 2,2'-hydrazinobisisobutyrate 
• 6869-07-4 2,2'-hydrazobis(2-methylpropionitrile) 
• 74095-59-3 [α,α']azoisobutyrimidic acid dimethyl ester 
• 78-67-1 2,2'-azobis(isobutyronitrile) 
• 64-17-5 ethanol 

Downstream Products

• 150-60-7 dibenzyl disulphide 
• 547-63-7 Methyl isobutyrate 
• 111-84-2 nonane 
• 64935-41-7 (E)-2-octyl-3-nonylacrolein 
• 65563-98-6 2-benzoylamino-2-methyl-propionic acid methyl ester 
• 15118-66-8 methyl 2,2-dimethyl-4-oxo-4-phenylbutyrate 
• 67648-64-0 2-(4-Hydroxyphenoxy)-2-methyl-propionic acid 
• 856637-53-1 N,O-bis-(1-methoxycarbonyl-1-methyl-ethyl)-N-phenyl-hydroxylamine 
• 67194-53-0 methyl α-iodoisobutyrate 
• 23426-63-3 2-bromo-2-methylpropionic acid methyl ester 
• 858208-38-5 2-(4-acetylamino-phenyl)-2-methyl-propionic acid methyl ester 
• 108-65-6 propylene glycol methyl ether acetate 
• 195520-29-7 2,2'-azobis (N-cyclohexyl-2-methyl propionamide) 
• 71674-93-6 dimethyl 2,2-dimethyl-4-methylenepentanoate 

Relevant articles and documents

Method for continuously preparing dimethyl azodiisobutyrate by using micro-channel reactor

The invention discloses a method for continuously preparing dimethyl azodiisobutyrate by using a micro-channel reactor, which comprises the following steps: 1, heating butyronitrile, and dissolving the butyronitrile in a benzene solvent to obtain a mixed solution with the mass concentration of butyronitrile of 5-30%; inputting the mixed solution and methanol into a first mixing zone of a micro-channel reactor for mixing to obtain a first mixed material; 2, mixing the mixed material and hydrogen chloride gas in a second mixing zone of a micro-channel reactor, and introducing the mixture into the micro-channel reactor for primary reaction; and 3, mixing the reaction solution after the heat preservation reaction with water, introducing the mixture into a micro-channel reactor, carrying out asecondary reaction, standing, performing centrifuging to obtain a crude product of dimethyl azobisisobutyrate after the reaction is finished, and performing recrystallizing to obtain dimethyl azobisisobutyrate. According to the method, the reaction rate and the raw material utilization rate are increased, the batch quality difference caused by reaction temperature fluctuation is avoided, the reaction is easy to control, the production period is short, and the total yield can reach 75% or above.

Dimethyl 2,2'-azobis(2-methylpropionate) preparation method

The invention discloses a dimethyl 2,2'-azobis(2-methylpropionate) preparation method, which comprises: pouring 2,2'-azobisisobutyronitrile, methanol and dichloroethane in a reactor with a stirring and reflux device; starting stirring, slowly adding thionyl chloride in a dropwise manner under cooling, controlling the temperature of the material, and carrying out thermal insulation to carry out a reaction; after completing the reaction, adding into cold water in a dropwise manner, and carrying out a hydrolysis reaction; after completing the hydrolysis reaction, standing, and carrying out first layering; washing the organic phase obtained after the first layering with water, and carrying out second layering; carrying out pressure reducing distillation on the organic phase after the second layering until the dichloroethane is subjected to complete distillation recovery to obtain a liquid dimethyl 2,2'-azobis(2-methylpropionate); and carrying out low temperature cooling on the liquid dimethyl 2,2'-azobis(2-methylpropionate) to obtain a white solid dimethyl 2,2'-azobis(2-methylpropionate) product, wherein the product content (HPLC) of the obtained white solid dimethyl 2,2'-azobis(2-methylpropionate) is more than 98%, and the yield is 85-95%. According to the present invention, the hydrogen chloride gas is replaced with the cheap thionyl chloride, and the thionyl chloride is liquid-state at normal temperature, such that the speed and the dosage are conveniently controlled during the dropwise addition, and the reaction time is shortened to 6 h.

2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) preparation method

The invention discloses a 2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) preparation method, which comprises: adding 2,2'-azobisisobutyronitrile, methanol and toluene to a reactor having a stirring and reflux device, starting stirring, slowly introducing hydrogen chloride gas under cooling, and controlling the temperature of the material and carrying out a thermal insulation reaction; after completing the reaction, adding the reaction liquid into water in a dropwise manner, carrying out a hydrolysis reaction, layering after completing the hydrolysis, adding a small amount of methanol to the organic phase, and carrying out pressure reducing distillation for a certain time; after completing the distillation, slowly adding the organic phase into a mixed solution of sodium methoxide and monoethanolamine in a dropwise manner, and carrying out thermal insulation; after completing the thermal insulation, carrying out solid-liquid separation by a centrifuge, continuously washing the solid with water, crystallizing, carrying out centrifugation until the material is dried, placing the material in a drying device, and drying; and after the drying, cooling the material to a normal temperature to obtain the 2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) product, wherein the product content (HPLC) is more than 98%, and the yield is 55-75%.

METHOD FOR PRODUCING AZO COMPOUNDS

PROBLEM TO BE SOLVED: To provide a method that can produce azo compounds at good yields by making oxygen or an oxygen-containing gas act on hydrazo compounds when oxidatively dehydrogenating them. SOLUTION: Azo compounds are produced by making oxygen or an oxygen-containing gas act on hydrazo compounds in the presence of nitrite compounds, bromine compounds and a solvent. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

METHOD FOR PRODUCING AZO COMPOUNDS

PROBLEM TO BE SOLVED: To provide a method that can produce azo compounds at good yields by making oxygen or an oxygen-containing gas act on hydrazo groups of hydrazo compounds when oxidatively dehydrogenating them. SOLUTION: Azo compounds are produced by making oxygen or an oxygen-containing gas act on hydrazo compounds in the presence of vanadium or cerium compounds, and a solvent. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Preparation method of azodiisobutyrate

The invention discloses a preparation method of azodiisobutyrate. The preparation method mainly includes the steps of adding azodiisobutyronitrile, alcohol (R-OH), solvents and ion exchange resins into a reactor with stirring, reacting at a specific temperature for a period of time, and filtering to remove the ion exchange resins; concentrating filtrate and removing the solvents so as to obtain the azodiisobutyrate shown as structural formula in the description, wherein R can be methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl, isooctyl, dodecyl, cetyl and octadecyl. With the ion exchange resins as a catalyst, the preparation method is convenient to implement and for after-treatment, environment friendly and little corrosive to equipment, and the catalyst is reusable, high in conversion rate and simple in process.

COMPOUNDERS FOR ENHANCING GENERATION OF CHEMICAL SPECIES

A reagent that enhances acid generation of a photoacid generator and composition containing such reagent is disclosed. Also described is a method for manufacturing a device, the method including applying a liquid containing a composition to a member such that a coating film including the composition is formed on the member; and exposing the coating film to at least one of a first electromagnetic ray and a first particle ray such that a first portion of the coating film is exposed to the at least one of the first electromagnetic ray and the first particle ray while a second portion of the coating film is not exposed to the at least one of the first electromagnetic ray and the first particle ray.

Ink composition, inkjet recording method, and printed article

The present invention provides an ink composition having excellent ink ejection stability and stretching property, curable with a high sensitivity by irradiation of radiation rays, and capable of forming an image excellent in rubfastness and blocking resistance, an inkjet recording method using the ink composition, and a printed article. The ink composition includes (a) a polymer having a siloxane structure and a polymerizable group on a side chain thereof, (b) a polymerizable compound, and (c) a photopolymerization initiator, and the inkjet recording method includes a step of ejecting the ink composition onto a recording medium to be recorded with an inkjet recording apparatus and a step of curing the ink composition by irradiating active radiation rays on the ejected ink composition.

Bu3SnH-mediated radical cyclisation onto azoles

Alkyl radicals have been cyclised onto pyrroles, imidazoles and pyrazoles, and acyl radicals cyclised onto pyrroles, using Bu3SnH-, (TMS)3SiH- and Bu3GeH-mediated aromatic homolytic substitution for the synthesis of bicyclic N-heterocycles. The reactions yield intermediate π-radicals that lose hydrogen in the?rearomatisation step of the aromatic homolytic substitution. Mechanistic studies of these rearomatisation steps indicate aromatic homolytic substitution in which the initiator or breakdown products from the inhibitor are responsible for the H-abstraction step.

Process for preparing azoiminoethers and azocarboxylic acid esters and novel azocboxylic acid mixed esters

The invention concerns a method for preparing an azoiminoether hydrochloride which consists in reacting an azonitrile with an alcohol and hydrochloric acid in an aromatic solvent, wherein the molar ratio R=HCl/azonitrile is >2 when the alcohol is methanol and >3 when the alcohol is ethanol or a higher alcohol. The invention also concerns a method for preparing an azocarboxylic acid ester which consists in the synthesis of an azoiminoether hydrochloride by the inventive method and, hydrolysis in the presence of the resulting azoiminoether hydrochloride. Said methods enable to obtain liquid composition of azocarboxylic acid esters. The invention further concerns mixed azoiminoether salts of formula (II′). The invention also concerns mixed azoiminocarboxylic acid esters corresponding to the formula (III′).