818-61-1

Basic information

• Product Name: 2-Hydroxyethyl acrylate
• Synonyms: 2-(Acryloyloxy)ethanol;2-Hydroxyethylester kyseliny akrylove;2-hydroxyethylesterkyselinyakrylove;2-Propenoicacid,2-hydroxyethylester;beta-Hydroxyethyl acrylate;beta-hydroxyethylacrylate;Bisomer 2HEA;bisomer2hea
• CAS NO: 818-61-1
• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.12
• EINECS: 212-454-9
• Product Categories: monomer;Ethylene Glycols & Monofunctional Ethylene Glycols;Monofunctional Ethylene Glycols
• Mol File: 818-61-1.mol

Chemical Properties

• Melting Point: -60 °C
• Boiling Point: 90-92 °C12 mm Hg(lit.)
• Flash Point: 209 °F
• Appearance: Yellow to brown/Oily Liquid
• Density: 1.106 g/mL at 20 °C
• Vapor Density: >1 (vs air)
• Vapor Pressure: <0.1 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.45(lit.)
• Storage Temp.: 2-8°C
• PKA: 13.85±0.10(Predicted)
• Water Solubility: soluble
• Sensitive: Light Sensitive
• BRN: 969853
• CAS DataBase Reference: 2-Hydroxyethyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxyethyl acrylate(818-61-1)
• EPA Substance Registry System: 2-Hydroxyethyl acrylate(818-61-1)

Safety Data

• Hazard Codes: T,N
• Statements: 24-34-43-50-20/22-22
• Safety Statements: 26-36/39-45-61-36/37/39
• RIDADR: UN 2927 6.1/PG 2
• WGK Germany: 3
• RTECS: AT1750000
• F: 8
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 818-61-1(Hazardous Substances Data)

Usage

Chemical Properties

Hydroxyethyl acrylate is a clear colorless liquid. miscible with water, soluble in general organic solvents. The commodity generally contains 400ppm of hydroquinone methylether, a polymerization inhibitor. Hydroxyethyl acrylate is a difunctional acrylate monomer with the characteristic high reactivity. Hydroxyethyl acrylate is used in a crylics for coatings, adhesives and UV reacitve oligomers. It can be used for crosslinking with isocyantes or melamines.

Uses

Different sources of media describe the Uses of 818-61-1 differently. You can refer to the following data:
1. As a reactive monomer 2-Hydroxyethyl acrylate is used as a crosslinking agent for resins, plastics and rubber modifiers. Further, it is used in the synthesis of amphilic block copolymers by nitroxide mediated living radical polymerization. In addition to this, it is used to prepare tuned poly(hydroxyethyl acrylate) by atom transfer radical polymerization.
2. 2-Hydroxyethyl acrylate is an acrylic monomer for use in UV inks, adhesives, lacquers, artificial nails, etc.

Definition

ChEBI: 2-Hydroxyethyl acrylate is a functional monomer for the manufacture of thermosetting acrylic resins.

General Description

A clear colorless liquid. Less dense than water. Vapors heavier than air. Corrosive to tissue. Flash point 120°F. May polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. Used to make plastics.

Air & Water Reactions

Flammable. Slightly soluble in water.

Reactivity Profile

A functional monomer of thermosetting acrylic resins.

Health Hazard

Inhalation causes irritation of nose and throat. Contact with liquid irritates eyes and skin.

Flammability and Explosibility

Nonflammable

Potential Exposure

2-Hydroxyethyl acrylate is contained in Lowicryl 4KM and K11M resins. It caused contact dermatitis in workers embedding media for electron microscopy. It may also be contained in ultraviolet-curable nail gel used for photobonded sculptured nails.

InChI:InChI=1/C5H8O3/c1-3-5(7)8-4(2)6/h3-4,6H,1H2,2H3

Synthetic route

oxirane (75-21-8) + acrylic acid (79-10-7) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With magnetic zeolite at 63℃; for 2h; Temperature;	97.5%
With chromium(lll) acetate; 4-methoxy-phenol; hydroquinone In water at 80℃; under 5625.56 Torr; for 1.5h; Temperature; Inert atmosphere;	97.91%
With 10H-phenothiazine; chromium acetate at 80 - 90℃; under 750.075 Torr; for 3.7 - 5.2h;	81%

ethylene glycol (107-21-1) + acrylic acid (79-10-7) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With iodine for 4h; Reflux;	71%
With toluene-4-sulfonic acid
toluene-4-sulfonic acid

2-acryloyloxyethanol vinyl ether (41440-38-4) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With sulfuric acid

ethylene glycol (107-21-1) + acryloyl chloride (814-68-6) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With chloroform; sodium sulfate; sodium sulfite
With triethylamine In chloroform at 10℃; for 12h;

sodium 2-propenoate (7446-81-3) + 2-bromoethanol (540-51-2) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With water

potassium acrylate (10192-85-5) + 2-chloro-ethanol (107-07-3) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With copper(l) chloride

acrylic acid (79-10-7) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
anion exchange resin Conversion of starting material;
DIAION SA10A Conversion of starting material;
anion exchange resin Conversion of starting material;
oxirane

oxirane (75-21-8) + acrylic acid (79-10-7) → ethylene glycol diacrylate (2274-11-5) + 2-(2-acryloyloxyethyloxy)ethyl alcohol (13533-05-6) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With 10H-phenothiazine; chromium(II) acetate at 60℃; under 7500.75 Torr; for 6.5h;
chromium(lll) acetate; 4-methoxy-phenol at 50 - 70℃; under 375.038 Torr; for 4 - 7h; Autoclave;

oxirane (75-21-8) + acrylic acid (79-10-7) → diethyleneglycol(diacrylate) (4074-88-8) + triethylene glycol monoacrylate (16695-45-7) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With 10H-phenothiazine at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;
With 10H-phenothiazine; Catalyst A : 270 g Böhmit (Pural SB of Sasol comp.) and 30 g NH4Fe [Fe (CN) 6] at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;
With 10H-phenothiazine; Catalyst C : 297 g Böhmit (Pural SB of Sasol comp.) and 3 g Fe4 [Fe (CN) 6] 3 (Berliner-Blau) at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity;

oxirane (75-21-8) + acrylic acid (79-10-7) → 2-(2-acryloyloxyethyloxy)ethyl alcohol (13533-05-6) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With 10H-phenothiazine; chromium(lll) acetate at 85℃; under 3.0003 - 375.038 Torr; for 3 - 3.3h; Product distribution / selectivity;
With 10H-phenothiazine; Octanoic acid; chromium(lll) acetate at 85℃; under 375.038 Torr; for 3.2h; Product distribution / selectivity;

maleic anhydride (108-31-6) + glycidyl acrylate (106-90-1, 130232-99-4, 130233-00-0) + hydroxy-ethyl acrylate (13331-72-1) + 2,6-di-tert-butyl-4-methyl-phenol (128-37-0) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride

oxirane (75-21-8) + iron(III) polyacrylate → ethylene glycol diacrylate (2274-11-5) + 2-(2-acryloyloxyethyloxy)ethyl alcohol (13533-05-6) + ethylene glycol (107-21-1) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With oxygen; cupric dibutyldithiocarbamate; 4-methoxy-phenol at 56 - 68℃; for 9.1 - 10.4h; Product distribution / selectivity;

ethylene glycol (107-21-1) + acrolein (107-02-8) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
Stage #1: acrolein With tert-butylhypochlorite In tetrachloromethane at 30℃; for 3.33333h; Stage #2: ethylene glycol In tetrachloromethane at 25℃; for 44.5h;

oxirane (75-21-8) + iron(III) polyacrylate → 2-(2-acryloyloxyethyloxy)ethyl alcohol (13533-05-6) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
at 56 - 68℃; for 9.1h; Product distribution / selectivity;

ethylene glycol (107-21-1) + acrylic acid methyl ester (292638-85-8) → ethylene glycol diacrylate (2274-11-5) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With Novozyme 435 In tert-Amyl alcohol at 50℃; for 120h; Inert atmosphere; Molecular sieve; Enzymatic reaction;

bis(2-acryloyloxyethoxy)[4-methoxy-phenyl]methane (917955-64-7) → 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
In water Acidic conditions;

C29H32N2O7Si (1365271-39-1) → camptothecin (7689-03-4) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
for 0.5h; pH=3; Acidic conditions;

methylene-bis(oxyethyl acrylate) → acetaldehyde (75-07-0) + 2-hydroxyethyl acrylate (818-61-1)

Conditions	Yield
With water Acidic conditions;

cyclopenta-1,3-diene (542-92-7) + 2-hydroxyethyl acrylate (818-61-1) → 5-norbornene-2-(2-hydroxy-1-ethyl)carboxylate

Conditions	Yield
With ethylaluminum dichloride In dichloromethane at -78℃; for 12h; Cycloaddition; Diels-Alder reaction;	100%

2-Chloro-2-oxo-1,3,2-dioxaphospholane (6609-64-9) + 2-hydroxyethyl acrylate (818-61-1) → acrylic acid 2-(2-oxo-2Ι5-[1,3,2]dioxaphospholan-2-yloxy)-ethyl ester (150205-71-3)

Conditions	Yield
With triethylamine In tetrahydrofuran at -30 - 40℃;	100%
Stage #1: 2-hydroxyethyl acrylate With triethylamine In tetrahydrofuran at -20℃; for 0.25h; Inert atmosphere; Stage #2: 2-Chloro-2-oxo-1,3,2-dioxaphospholane In tetrahydrofuran at -20℃; Inert atmosphere;	70%
With triethylamine In acetonitrile at -20℃; for 0.5h; Inert atmosphere;

3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9) + 2-hydroxyethyl acrylate (818-61-1) → poly(δ-valerolactone), asymmetric, telechelic, initiated by 2-hydroxyethyl acrylate/HCl*Et2O, Mn(NMR)=11000, Mw/Mn=1.08; monomer(s): δ-valerolactone; 2-hydroxyethyl acrylate

Conditions	Yield
With hydrogenchloride; diethyl ether In dichloromethane at 0℃; for 2.5h;	98%

isophorone diisocyanate (4098-71-9) + 2-hydroxyethyl acrylate (818-61-1) → C17H26N2O5 (124451-79-2)

Conditions	Yield
With dibutyltin dilaurate; 4-methoxy-phenol at 65 - 70℃; for 2.5h; Heating;	97.9%
With dibutyltin dilaurate; 4-methoxy-phenol In acetone at 50℃; for 12h; Inert atmosphere;

4-Nitrophenyl chloroformate (7693-46-1) + 2-hydroxyethyl acrylate (818-61-1) → C12H11NO7 (1260541-91-0)

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 16h;	95%
In dichloromethane at 20℃; for 18h; Cooling with ice;	79%

N-carbamoylmaleimide (3345-50-4) + 2-hydroxyethyl acrylate (818-61-1) → 2-hydroxyethylacrylate maleurate (201044-04-4)

Conditions	Yield
With zinc(II) chloride In acetonitrile for 5h; Heating / reflux;	94%

pyridine-2-carbaldehyde (1121-60-4) + 2-hydroxyethyl acrylate (818-61-1) → C11H13NO4 (1334831-98-9)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In acetonitrile at 20℃; for 28h; Morita-Baylis-Hillman reaction;	94%

trans-chrotonyl chloride (625-35-4, 3488-22-0, 10487-71-5) + 2-hydroxyethyl acrylate (818-61-1) → C9H12O4

Conditions	Yield
With calcium oxide In 2-methyltetrahydrofuran at 20℃; for 6h; Green chemistry; chemoselective reaction;	94%

ethanol (64-17-5) + 1,3-diphenylpropanedione (120-46-7) + 2-hydroxyethyl acrylate (818-61-1) → ethyl 4-benzoylbutanoate (73172-56-2)

Conditions	Yield
With potassium carbonate at 85℃; Sealed tube;	94%

C12H33B3Cl3N3Si3 + 2-hydroxyethyl acrylate (818-61-1) → C27H54B3N3O9Si3

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 72h; Inert atmosphere;	94%

diazoacetic acid ethyl ester (623-73-4) + 2-hydroxyethyl acrylate (818-61-1) → 3-ethoxycarbonyl-5-hydroxyethylcarbonyl-2-pyrazoline

Conditions	Yield
In ethyl acetate at 30℃; for 24h;	94%

2,6-Pyridinedicarbonyl dichloride (3739-94-4) + 2-hydroxyethyl acrylate (818-61-1) → bis[2-(acryloyloxy)ethyl] pyridine-2,6-dicarboxylate

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Schlenk technique; Inert atmosphere;	93%

tris(p-isocyanatophenyl)phosphorothioate (4151-51-3) + β-naphthol (135-19-3) + 2-hydroxyethyl acrylate (818-61-1) → C46H36N3O11PS

Conditions	Yield
Stage #1: tris(p-isocyanatophenyl)phosphorothioate; 2-hydroxyethyl acrylate In acetic acid butyl ester at 50℃; for 2h; Reflux; Stage #2: β-naphthol In acetic acid butyl ester	93%

2,3-dihydro-2H-furan (1191-99-7) + 2-hydroxyethyl acrylate (818-61-1) → C9H14O4 (158034-51-6)

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane for 4.5h; Inert atmosphere; Cooling with ice;	92%

OCN-(CH2)6-ureidopyrimidone + 2-hydroxyethyl acrylate (818-61-1) → UPY Acrylate

Conditions	Yield
dibutyltin dilaurate In chloroform at 90℃; for 4h;	91%

tert-butyldimethylsilyl chloride (18162-48-6) + 2-hydroxyethyl acrylate (818-61-1) → (2-[tert-butyl(dimethyl)silyl]oxy)ethyl acrylate (853009-36-6)

Conditions	Yield
With 1H-imidazole In tetrahydrofuran; dichloromethane at 0℃; Inert atmosphere;	91%
With 1H-imidazole In tetrahydrofuran at 0℃; for 12.83h; Inert atmosphere;	86%
With 1H-imidazole In tetrahydrofuran

N-(2-pyridyl)sulfonyl indoline (1026564-85-1) + acetic acid (64-19-7) + 2-hydroxyethyl acrylate (818-61-1) → (E)-2-acetoxyethyl 3-(1-(pyridin-2-ylsulfonyl)indolin-7-yl)acrylate

Conditions	Yield
With oxygen; palladium diacetate; methoxybenzene; trifluoroacetic acid at 80℃; under 760.051 Torr; for 26h;	91%

triethylsilyl chloride (994-30-9) + 2-hydroxyethyl acrylate (818-61-1) → C11H22O3Si

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	90%

N,N-dimethylethylenediamine (108-00-9) + 2-hydroxyethyl acrylate (818-61-1) → C14H28N2O6

Conditions	Yield
In tetrahydrofuran at 45℃; for 24h;	90%

benzoyltrimethylsilane (5908-41-8) + 2-hydroxyethyl acrylate (818-61-1) → 2-hydroxyethyl (E)-3-(2-((trimethylsilyl)carbonyl) phenyl)acrylate

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper diacetate In 1,2-dichloro-ethane at 60℃; for 24h; Sealed tube; Inert atmosphere; Enzymatic reaction;	90%

2-hydroxyethanethiol (60-24-2) + 2-hydroxyethyl acrylate (818-61-1) → 2-hydroxyethyl 3-((2-hydroxyethyl)thio)propanoate

Conditions	Yield
With hexan-1-amine at 20℃; for 12h;	90%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	3.13 g

bis(mesityleneformyl)phosphine (139031-06-4) + 2-hydroxyethyl acrylate (818-61-1) → 2-hydroxyethyl 3-(bis(2,4,6-trimethylbenzoyl)phosphoryl)propanoate

Conditions	Yield
Stage #1: bis(mesityleneformyl)phosphine; 2-hydroxyethyl acrylate With triethylamine In 1,2-dimethoxyethane at 20℃; for 12h; Schlenk technique; Stage #2: With dihydrogen peroxide In water; toluene at 0 - 20℃; for 6h; Schlenk technique;	89.5%

2-hydroxyethyl acrylate (818-61-1) → acrylic acid 2-acryloyloxy-ethoxycarbonylmethyl ester

Conditions	Yield
With pyridine; 4-AcNH-1-oxo-2,2,6,6-tetramethylpiperidinium tetrafluoroborate In dichloromethane at 20℃; for 3h;	89%

1,7-diphenylhepta-1,6-diyne (49769-17-7) + 2-hydroxyethyl acrylate (818-61-1) → 2-hydroxyethyl 4,7-diphenyl-2,3-dihydro-1H-indene-5-carboxylate (1309086-55-2)

Conditions	Yield
With copper(II) choride dihydrate; oxygen; palladium dichloride In 1-methyl-pyrrolidin-2-one at 90℃; under 760.051 Torr; for 24h;	89%

acetylacetone (123-54-6) + 2-hydroxyethyl acrylate (818-61-1) → C15H24O8 (1108203-11-7)

Conditions	Yield
With triethylamine at 0 - 40℃; for 72h; Michael Condensation;	88%

4-Phenylphenol (92-69-3) + tris(p-isocyanatophenyl)phosphorothioate (4151-51-3) + 2-hydroxyethyl acrylate (818-61-1) → C50H40N3O11PS

Conditions	Yield
Stage #1: tris(p-isocyanatophenyl)phosphorothioate; 2-hydroxyethyl acrylate In acetic acid butyl ester at 50℃; for 2h; Reflux; Stage #2: 4-Phenylphenol In acetic acid butyl ester	88%

1,4-diisocyanatobenzene (104-49-4) + 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene (117344-32-8) + 2-hydroxyethyl acrylate (818-61-1) → C55H50N4O14

Conditions	Yield
Stage #1: 1,4-diisocyanatobenzene; 9,9-bis(4-(2-hydroxyethoxy)phenyl)fluorene With dibutyltin(II) dilaurate; 4-methoxy-phenol In toluene at 40 - 95℃; for 3h; Inert atmosphere; Stage #2: 2-hydroxyethyl acrylate In toluene at 40 - 95℃; for 2h; Inert atmosphere;	88%

Acetic acid (3R,4S,5R,6R)-3,4,5-tris-(2-cyano-ethoxy)-6-(2-cyano-ethoxymethyl)-tetrahydro-pyran-2-yl ester + 2-hydroxyethyl acrylate (818-61-1) → Acrylic acid 2-[(3R,4S,5R,6R)-3,4,5-tris-(2-cyano-ethoxy)-6-(2-cyano-ethoxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate at 50℃; for 1h;	87%

2-hydroxyethyl ethylphosphinate (1224678-39-0) + 2-hydroxyethyl acrylate (818-61-1) → 2-hydroxyethyl 3-(ethyl-2-hydroxyethoxyphosphinyl)propionate (1225381-46-3)

Conditions	Yield
With sodium ethanolate In ethanol at 60℃;	87%

Upstream product

• 75-21-8 oxirane 
• 79-10-7 acrylic acid 
• 41440-38-4 2-acryloyloxyethanol vinyl ether 
• 107-21-1 ethylene glycol 
• 814-68-6 acryloyl chloride 
• 7446-81-3 sodium 2-propenoate 
• 540-51-2 2-bromoethanol 
• 10192-85-5 potassium acrylate 
• 107-07-3 2-chloro-ethanol 
• 108-31-6 maleic anhydride 
• 106-90-1 glycidyl acrylate 
• 13331-72-1 hydroxy-ethyl acrylate 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 
• 107-02-8 acrolein 

Downstream Products

• 995-52-8 1-Acryloyloxy-2-(O,O-diethyl-phosphonooxy)-ethan 
• 814-33-5 1-Acryloyloxy-2-(O,O-dipropyl-phosphonooxy)-ethan 
• 130977-32-1 3-phenyl-3-hydroxy-2-methylene-propanoic acid 2-hydroxyethyl ester 
• 185805-21-4 Acrylic acid 2-{[(R)-2-(6-methyl-2,4-dioxo-3,6-diaza-bicyclo[3.1.0]hex-3-yl)-2-phenyl-ethoxy]-diphenyl-silanyloxy}-ethyl ester 
• 209533-35-7 Acrylic acid 2-(1-hydroperoxy-cyclohexyloxy)-ethyl ester 
• 51789-95-8 bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid ethyl ester 
• 51789-92-5 ethyl (1RS,2SR,4RS)-bicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 2052-01-9 2-bromo-2-methylpropionic acid 
• 213453-02-2 2-(2-bromoisobutyryloxy)ethyl acrylate 
• 63225-53-6 acrylic acid 2-butylcarbamoyloxy-ethyl ester 

Relevant articles and documents

Method for synthesizing alkyl (meth) acrylate

The invention discloses a synthesis method of alkyl (meth) acrylate, and belongs to the field of organic chemical synthesis. The synthesis method of the present invention employs a heterogeneous solid acid catalyst. The polymerization inhibitor and (meth) acrylic acid were put into the reaction kettle and heated to 50 - 90 °C, and an epoxide was introduced into the reaction kettle for reaction. The reaction solution is filtered to remove the homogeneous solid acid catalyst and the rectification to obtain the target product. The synthesis method not only can improve the selectivity of a target product (methyl) acrylic acid alkyl ester, but also can effectively inhibit the generation of high-boiling-point double esters of by-products generated by the addition of bis (methyl) acrylic acid.

Acrylate monomer having hydrophilic end group and a method for preparing the same

More particularly, the present invention relates to an acrylate monomer having a high-purity hydrophilic terminal group which does not contain unreacted 1 water or undesirable by-products, and a method for producing the acrylate monomer. These acrylate monomers are substantially free of polymerization inhibitors. Chemical Formula 1. In Chemical Formula 1, R. 1 Chem. R. 2 Chem. R. 3 May be H, or linear, branched or cyclic C, independently of each other. 1 -C12 alkyl group. R4 Is linear, branched or cyclic C. 1 -C12 alkyl Or C1 -C12 It is alkoxy group, wherein alkyl group carbon atoms can be unsubstituted or substituted with oxygen atoms, n Is an integer selected from 1 and 10.

Intermediate substance with acid degradation function, preparation method of same, and polymerizable monomer prepared from intermediate substance

The invention discloses an intermediate substance with an acid degradation function and a preparation method of same; whereinthe preparation method of the intermediate substance comprises the following steps: dissolving 2-nitrobenzaldehyde in a proper amount of dichloromethane, if the reaction substance is cinnamyl aldehyde, mixing the substance with trimethyl orthoformate without the help of a dichloromethane solvent with hafnium trifluoromethanesulfonate as a catalyst; then under the condition of room temperature, performing magnetic stirring to obtain the target substance in a very short time. According to the invention, the defects of time consumption, energy consumption, solvent consumption and the like caused by adopting p-toluenesulfonic acid as a catalyst for preparing the substance traditionally are avoided, and the prepared substance has an acid degradation function. Corresponding 2-nitrobenzaldehyde or cinnamyl aldehyde can be obtained through acid degradation, and in addition, the intermediate substance provides convenience for subsequent preparation of polymerizable monomers with an acid degradation function.

Technology for preparing high-purity 2-hydroxyethyl acrylate

The invention discloses a technology for preparing high-purity 2-hydroxyethyl acrylate and relates to the field of 2-hydroxyethyl acrylate preparation technologies. The technology has the advantages that a rectification process is added during purification, a polymerization inhibitor is supplemented through spraying during phase transformation in the rectification process, and the vacuum degree and the operating temperature of a tower top are controlled to eradicate flash polymerization of the 2-hydroxyethyl acrylate in a rectifying tower, so that operation stability is achieved, polymerization can be prevented effectively, the product quality is improved, and the purity of the 2-hydroxyethyl acrylate is enhanced.

A method for synthesis of hea

The invention discloses a synthesis method of hydroxyethyl acrylate, which comprises the following steps of: adding acrylic acid into a reaction kettle, and then adding into a magnetic zeolite molecular sieve; stirring uniformly, and then adding epoxypropane; heating the reaction kettle to 60-65 DEG C, and reacting for 2-3 hours; and distilling to obtain the hydroxyethyl acrylate. According to the synthesis method disclosed by the invention, by adopting the magnetic zeolite molecular sieve as a catalyst, a polymerization inhibitor is not required, thus the separation and purification of products are facilitated; and moreover, the yield of the hydroxyethyl acrylate can exceed 97%, the catalyst can be recycled, and the synthesis cost is reduced.

Preparation technique of high-purity hydroxyethyl acrylate

The invention provides a preparation technique of high-purity hydroxyethyl acrylate. A rectification process is added in a purification process; a polymerization inhibitor is replenished through a spraying way in a phase transformation process of the rectification process; meanwhile, the vacuum degree and the working temperature of a tower top are controlled; the flash polymerization, in a rectifying tower, of hydroxyethyl acrylate is avoided, so as to achieve the purposes of being stable in operation, being capable of effectively preventing polymerization and improving product quality, thereby improving the purity of a hydroxyethyl acrylate product.

HYDROXYALKYL (METH)ACRYLATE AND METHOD FOR PRODUCING SAME

The objective of the present invention is to provide a highly stable hydroxyalkyl (meth)acrylate. The hydroxyalkyl (meth) acrylate according to the present invention is characterized in that a contained amount of dialkylene glycol is not more than 0.05 mass%.

HYDROXYALKYL ACRYLATE AND METHOD FOR PRODUCING SAME

The hydroxyalkyl acrylate according to the present invention is characterized in that a content amount of an ester generated from acrylic acid dimer and an alkylene oxide is not more than 0.10 mass%. The method for producing a hydroxyalkyl acrylate according to the present invention is characterized in comprising the step of reacting acrylic acid with an alkylene oxide in the presence of a catalyst, wherein a content amount of acrylic acid dimer in the raw material acrylic acid is not more than 3.00 mass%.

New monomers for fullerene-containing polymers

By reaction of 2-(acryloyloxyethyl) and (undecen-10-en-1-yl) methylmalonates with fullerene C60 in the system toluene-CBr 4-DBU, and also by reaction of 2-(2,2-dichloroacetoxy)ethyl acrylate with C60 in the system toluene-DBU the corresponding products of fullerene monocyclopropanation were synthesized.

Antifouling and biodegradable poly(N-hydroxyethyl acrylamide) (polyHEAA)-based nanogels

We synthesize and characterize two types of poly(N-hydroxyethyl acrylamide) (polyHEAA)-based nanogels: antifouling poly(2-(methacryloyloxy) ethyl trimethyl ammonium-g-N-hydroxyethyl acrylamide) (polyTM-g-HEAA) by a new two-step polymerization method of inverse microemulsion ATRP and surface-initiated atom transfer radical polymerization (SI-ATRP), and pH-responsive biodegradable polyHEAA nanogels by the inverse microemulsion free radical polymerization method. PolyTM-g-HEAA nanogels with a core-shell structure by grafting antifouling polyHEAA onto the cationic polyTM core are tested for their antifouling property and stability in fetal bovine serum (FBS) and nanogels-induced cell toxicity. Results show that with the antifouling protection of polyHEAA, polyTM-g-HEAA nanogels significantly improve their long-term stability in FBS up to 7 days by preventing nonspecific protein adsorption, and they also improve cell viability to ～94% and exhibit almost neglectable cell toxicity. Further, polyHEAA nanogels cross-linked with acid-liable ethylidenebis(oxy-2,1-ethanediyl) ester (EOE) are synthesized, which exhibit both biodegradation and control-release of encapsulated rhodamine 6G (R6G) at acid conditions. Conjugation of transferrin ligands onto R6G-loaded polyHEAA nanogels further enhances cellular uptake efficiency and intracellular drug release for targeting drug delivery. This work demonstrates that polyHEAA-based nanogels with easy synthesis, excellent antifouling property and stability, biodegradability, low toxicity, and pH-responsive intracellular drug release are highly promising for targeted drug delivery systems for biomedical applications. The Royal Society of Chemistry 2013.