29570-58-9

Basic information

• Product Name: Dipentaerythritol hexaacrylate
• Synonyms: 2-[[3-[(1-oxoallyl)oxy]-2,2-bis[[(1-oxoallyl)oxy]methyl]propoxy]methyl]-2-[[(1-oxoallyl)oxy]methyl]-1,3-propanediyl diacrylate;2-Propenoic acid, 2-3-(1-oxo-2-propenyl)oxy-2,2-bis(1-oxo-2-propenyl)oxymethylpropoxymethyl-2-(1-oxo-2-propenyl)oxymethyl-1,3-propanediyl ester;DIPENTYLERYTHRITOLHEXAACRYLATE;Dipentaerythritol hexaacrylate;1,1'-Oxybis[2,2-bis(acryloyloxymethyl)-3-(acryloyloxy)propane];2,2,6,6-Tetrakis(acryloyloxymethyl)-4-oxaheptane-1,7-diol diacrylate;3,3'-Oxybis[2,2-di(acryloyloxymethyl)-1-propanol]1,1'-diacrylate;3-Oxapentane-1,1,1,5,5,5-hexakismethanol hexakisacrylate
• CAS NO: 29570-58-9
• Molecular Formula: C₂₈H₃₄O₁₃
• Molecular Weight: 578.56
• EINECS: 249-698-0
• Product Categories: Pharmaceutical Intermediates
• Mol File: 29570-58-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 640.7 °C at 760 mmHg
• Flash Point: 266.2 °C
• Appearance: /
• Density: 1.184 g/cm³
• Vapor Pressure: 2.6E-16mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: Dipentaerythritol hexaacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: Dipentaerythritol hexaacrylate(29570-58-9)
• EPA Substance Registry System: Dipentaerythritol hexaacrylate(29570-58-9)

Safety Data

• Hazardous Substances Data: 29570-58-9(Hazardous Substances Data)

Usage

General Description

Dipentaerythritol hexaacrylate (DPHA) is a multifunctional acrylate monomer commonly used in the production of ultraviolet (UV) curable coatings, adhesives, sealants, varnishes, and inks, due to its high reactivity under UV light. The chemical also demonstrates excellent hardness and glossiness, contributing to its extensive application in the production of plastic, paper, wood, metal, and optical fiber coatings. However, DPHA can cause skin and eye irritation, and long-term or repeated exposure might lead to respiratory issues. It is necessary to handle and store DPHA under appropriate safety guidelines.

InChI:InChI=1/C28H34O13/c1-7-21(29)36-15-27(16-37-22(30)8-2,17-38-23(31)9-3)13-35-14-28(18-39-24(32)10-4,19-40-25(33)11-5)20-41-26(34)12-6/h7-12H,1-6,13-20H2

Synthetic route

Dipentaerythritol (126-58-9) + acrylic acid (79-10-7) → dipentaerythritol hexaacrylate (29570-58-9)

Conditions	Yield
Stage #1: Dipentaerythritol; acrylic acid With hydroquinone; sulfuric acid In toluene at 120℃; under 450.045 Torr; for 10h; Stage #2: With sodium hydroxide In water; toluene Product distribution / selectivity;

2-methyl-2-propenoic acid 2-hydroxyethyl ester (868-77-9) + poly(methacrylic acid) (79-41-4) + benzyl methacrylate (2495-37-6) → dipentaerythritol hexaacrylate (29570-58-9)

2-methoxyethyl acrylate (3121-61-7) + Dipentaerythritol (126-58-9) → dipentaerythritol monohydroxypentaacrylate + dipentaerythritol hexaacrylate (29570-58-9)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol at 120 - 145℃; under 250 - 760 Torr; for 24h; Inert atmosphere; Overall yield = 99 %;
With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol at 120 - 145℃; under 250 - 760 Torr; for 24h; Catalytic behavior; Inert atmosphere; Overall yield = 86 %;
With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol at 120 - 145℃; under 250 - 760 Torr; for 24h; Catalytic behavior; Inert atmosphere; Overall yield = 86 %;

dipentaerythritol hexaacrylate (29570-58-9) → polymer resin; monomer(s): dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate

Conditions	Yield
With hydroxyl cellulose; Ethyl isobutyrate; dibenzoyl peroxide In water at 80℃; for 8h; Product distribution; Further Variations:; Reagents;	97%

dipentaerythritol monohydroxypentaacrylate + dipentaerythritol hexaacrylate (29570-58-9) → poly[(dipentaerythritol pentaacrylate)-co-(dipentaerythritol hexaacrylate)], photocured stereolithography; monomer(s): dipentaerythritol pentaacrylate; dipentaerythritol hexaacrylate

Conditions	Yield
With Camphorquinone UV-irradiation;

N-methylaniline (100-61-8) + dipentaerythritol hexaacrylate (29570-58-9) → C70H88N6O13 (1337537-32-2)

Conditions	Yield
acetic acid at 100℃; for 5.5h; Michael Condensation;

2-methyl-1-(4-methylsulfanylphenyl)-2-piperazin-1-yl-propan-1-one (1260148-92-2) + dipentaerythritol hexaacrylate (29570-58-9) → C43H56N2O14S (1260149-05-0)

Conditions	Yield
at 20℃; for 24h; Michael addition;

2-methyl-2-piperazin-1-yl-1-(4-piperazin-1-yl-phenyl)-butan-1-one (1260148-96-6) + dipentaerythritol hexaacrylate (29570-58-9) → C75H98N4O27 (1260149-08-3)

Conditions	Yield
at 20℃; for 24h; Michael addition;

C28H39N5O2 + dipentaerythritol hexaacrylate (29570-58-9) → C84H107N5O28

Conditions	Yield
at 20℃; for 24h; Michael Addition;	40 g

2-[(tert-butoxycarbonyl)amino]-1-ethanethiol (67385-09-5) + dipentaerythritol hexaacrylate (29570-58-9) → C42H64N2O17S2

Conditions	Yield
at 45℃; Michael Addition;

polytetrafluoroethylene (116-14-3) + dipentaerythritol hexaacrylate (29570-58-9) → C28H22F12O13

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]dichloro[5-(isobutoxycarbonylamido)-2-isopropoxybenzylidene]ruthenium(II) In benzene-d6 at 60℃; for 1h; Cross Metathesis; Inert atmosphere; Cooling with ice;

acetic anhydride (108-24-7) + dipentaerythritol hexaacrylate (29570-58-9) → C27H34O13 + C26H34O13 + C26H34O13 + C25H34O13 + C25H34O13

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;

Upstream product

• 3121-61-7 2-methoxyethyl acrylate 
• 126-58-9 Dipentaerythritol 
• 868-77-9 2-methyl-2-propenoic acid 2-hydroxyethyl ester 
• 79-41-4 poly(methacrylic acid) 
• 2495-37-6 benzyl methacrylate 
• 79-10-7 acrylic acid 

Downstream Products

• 1337537-32-2 C₇₀H₈₈N₆O₁₃ 
• 1260149-08-3 C₇₅H₉₈N₄O₂₇ 
• 1260149-05-0 C₄₃H₅₆N₂O₁₄S 

Relevant articles and documents

METHOD FOR PRODUCING (METH)ACRYLATE

A method for producing a (meth) acrylate comprises transesterification reaction of an alcohol and a monofunctional (meth) acrylate with catalysts in combination being cyclic tertiary amines having an azabicyclo structure and compounds containing zinc, separating a solid that contains the catalysts from a reaction product containing a (meth) acrylate, and producing a (meth) acrylate by transesterification reaction of an alcohol and a monofunctional (meth) acrylate, while using the recovered solid catalyst.

MULTIFUNCTIONAL (METH)ACRYLATE MANUFACTURING METHOD

[Problem] The purpose of the present invention is to obtain a multifunctional (meth)acrylate with good yield by an ester exchange reaction of a polyhydric alcohol such as pentaerythritol or dipentaerythritol with a monofunctional (meth)acrylate. [Solution] A multifunctional (meth)acrylate manufacturing method characterized in that when manufacturing a multifunctional (meth)acrylate by an ester exchange reaction of a polyhydric alcohol with a monofunctional (meth)acrylate, catalyst (A) and catalyst (B) are used together. Catalyst (A): One or more kinds of compounds selected from a group consisting of cyclic tertiary amines with an azabicyclo structure or salts or complexes thereof, amidines or salts or complexes thereof, and compounds with a pyridine ring or salts or complexes thereof. Catalyst (B): One or more kinds of compounds selected from a group consisting of zinc-containing compounds.

METHOD FOR PRODUCING ACRYLIC ESTER

[PROBLEMS] To provide a method for producing a high boiling acrylic ester having a reduced discoloration without employing distillation in the purification process. [MEANS FOR SOLVING PROBLEMS] A method for producing a high boiling acrylic ester having an APHA of 100 or less, characteristic in that, in the production of a high boiling acrylic ester by the esterification reaction of an acrylic acid and an alcohol, the acrylic acid contains an aldehyde in an amount of 100 ppm by weight or less and the resulting acrylic ester is not distilled in a purification process. The aldehyde is preferably furfural contained in an amount of 45 ppm or less, more preferably, in an amount of 10 ppm or less.