4986-89-4

Basic information

• Product Name: Pentaerythritol tetraacrylate
• Synonyms: TETRACROYLPENTA;PENTATETRAACRYLATE;PENTAERYTHRITOL TETRAACRYLATE;2-Propenoicacid,2,2-bis[[(1-oxo-2-propenyl)oxy]methyl]-1,3-propanediylester;2,2-bis[[(1-oxoallyl)oxy]methyl]-1,3-propanediyl diacrylate;PENTAERYTHRITOLTETRAAERYLATE;Pentaerythrityl tetraacrylate;PENTAERYTHRITOL TETRACRYLATE
• CAS NO: 4986-89-4
• Molecular Formula: C₁₇H₂₀O₈
• Molecular Weight: 352.34
• EINECS: 225-644-1
• Product Categories: Functional Monomer;Acrylic Monomers;C12 to C63Monomers;Carbonyl Compounds;Esters;Polyfunctional Acrylics
• Mol File: 4986-89-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 18°C
• Boiling Point: 450.3 ºC at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.19 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.487(lit.)
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility: Chloroform, Methanol (Sparingly)
• Stability: Light Sensitive
• CAS DataBase Reference: Pentaerythritol tetraacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: Pentaerythritol tetraacrylate(4986-89-4)
• EPA Substance Registry System: Pentaerythritol tetraacrylate(4986-89-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38-43
• Safety Statements: 26-39-36/37
• WGK Germany: 1
• Hazardous Substances Data: 4986-89-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 4986-89-4 differently. You can refer to the following data:
1. PENTAERYTHRITOL TETRAACRYLATE is a useful research chemical.
2. PETA can be used in the synthesis of gel polymer electrolyte for the fabrication of lithium-sulfur batteries.

General Description

Pentaerythritol tetraacrylate (PETA) is a hydrophobic tetrafunctional monomer that is majorly used as a crosslinking agent that facilitates an improvement in the surface morphology of the polymeric material. It can be synthesized by the suspension of pentaerythritol in the solution of triethylamine and dichloromethane.

InChI:InChI=1/C17H20O8/c1-7-12(18)22-11-16(5,6)17(23-13(19)8-2,24-14(20)9-3)25-15(21)10-4/h7-10H,1-4,11H2,5-6H3

Synthetic route

Pentaerythritol (115-77-5) + acryloyl chloride (814-68-6) → pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;	96.6%
With triethylamine In dichloromethane at 0℃; Inert atmosphere;

(E)-but-2-enol (504-61-0) + Pentaerythritol (115-77-5) + 4-methoxy-phenol (150-76-5) + acrylic acid (79-10-7) → pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
In Petroleum ether

Pentaerythritol (115-77-5) + 2-methoxyethyl acrylate (3121-61-7) → 2,2-bis(hydroxymethyl)-1,3-propanediyl diacrylate + pentaerythritol tetraacrylate (4986-89-4) + pentaerythritol triacrylate (3524-68-3)

Conditions	Yield
With zinc diacetate; oxygen; 4-methoxy-phenol; 1,8-diazabicyclo[5.4.0]undec-7-ene at 105 - 120℃; for 5h; Reagent/catalyst; Inert atmosphere; Overall yield = 48 %;

Pentaerythritol (115-77-5) + 2-methoxyethyl acrylate (3121-61-7) → pentaerythritol tetraacrylate (4986-89-4) + pentaerythritol triacrylate (3524-68-3)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol at 105 - 120℃; under 130 - 760 Torr; for 30h; Inert atmosphere; Overall yield = 96 %;
With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol at 105 - 120℃; under 130 - 760 Torr; for 30h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Overall yield = 88 %;
With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol at 105 - 120℃; under 130 - 760 Torr; for 30h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Overall yield = 88 %;

Pentaerythritol (115-77-5) + ethyl acrylate (140-88-5) → pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
With 2CF3O3S(1-)*(x)C7H8*C26H42Hf(2+) In acetonitrile at 20℃; for 12h; Green chemistry;

carbonic acid dimethyl ester (616-38-6) + pentaerythritol triacrylate (3524-68-3) → C14H20O11 + C16H20O9 + C15H20O10 + pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Inert atmosphere; Overall yield = 3.8 g;

Pentaerythritol (115-77-5) + acrylic acid (79-10-7) → pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
With methanesulfonic acid; hypophosphorous acid; copper(l) chloride In toluene at 70℃; Inert atmosphere;
With hypophosphorous acid; toluene-4-sulfonic acid; 4-methoxy-phenol In toluene at 82℃; under 225.023 Torr;

Pentaerythritol (115-77-5) + acetic anhydride (108-24-7) + acrylic acid (79-10-7) → Pentaerithrit-triacetat-acrylat (51690-75-6) + C15H20O8 + C16H20O8 + pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
Stage #1: Pentaerythritol; acrylic acid With methanesulfonic acid; 4-methoxy-phenol; copper(l) chloride In water; toluene at 75℃; under 1125.11 Torr; for 15h; Inert atmosphere; Stage #2: acetic anhydride With methanesulfonic acid; 4-methoxy-phenol In toluene at 35 - 40℃; for 1h; Inert atmosphere;

acetic anhydride (108-24-7) + pentaerythritol triacrylate (3524-68-3) → Pentaerithrit-triacetat-acrylat (51690-75-6) + C15H20O8 + C16H20O8 + pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2.5h; Inert atmosphere;

acetic anhydride (108-24-7) + pentaerythritol triacrylate (3524-68-3) → C15H20O8 + C16H20O8 + pentaerythritol tetraacrylate (4986-89-4)

Conditions	Yield
With methanesulfonic acid at 20℃; for 0.5h; Inert atmosphere;

morpholine (110-91-8) + 1,12-Diaminododecane (2783-17-7) + pentaerythritol tetraacrylate (4986-89-4) → C62H104N6O20

Conditions	Yield
Stage #1: 1,12-Diaminododecane; pentaerythritol tetraacrylate In methanol at 25℃; for 18h; Michael addition; Stage #2: morpholine In methanol at 20℃; for 18h; Further stages.;	99%

pentaerythritol tetraacrylate (4986-89-4) + 1-dodecylthiol (112-55-0) → pentaerythritol tetrakis(3-n-dodecylthiopropionate)

Conditions	Yield
With potassium tert-butylate; acetic acid at 40 - 55℃; for 8h; pH=6 - 7; Reagent/catalyst; Inert atmosphere;	97.8%

morpholine (110-91-8) + 1,6-Hexanediamine (124-09-4) + pentaerythritol tetraacrylate (4986-89-4) → C122H204N14O44

Conditions	Yield
Stage #1: 1,6-Hexanediamine; pentaerythritol tetraacrylate In methanol at 25℃; for 18h; Michael addition; Stage #2: morpholine In methanol at 20℃; for 19h; Further stages.;	97%

morpholine (110-91-8) + pentaerythritol tetraacrylate (4986-89-4) + 1,4-diaminobutane (110-60-1) → C120H200N14O44

Conditions	Yield
Stage #1: pentaerythritol tetraacrylate; 1,4-diaminobutane In methanol at 25℃; for 18h; Michael addition; Stage #2: morpholine In methanol at 20℃; for 18h; Further stages.;	96%

rac-3-sulfanylpropane-1,2-diol (96-27-5) + pentaerythritol tetraacrylate (4986-89-4) → C25H44O16S4

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 20℃; for 0.5h;	95.9%

pentaerythritol tetraacrylate (4986-89-4) + ethylenediamine (107-15-3) → C53H68N2O24

Conditions	Yield
In methanol at 30℃; for 18h; Michael addition;	95%

morpholine (110-91-8) + 1,12-Diaminododecane (2783-17-7) + pentaerythritol tetraacrylate (4986-89-4) → C128H216N14O44

Conditions	Yield
Stage #1: 1,12-Diaminododecane; pentaerythritol tetraacrylate In methanol at 25℃; for 18h; Michael addition; Stage #2: morpholine In methanol at 20℃; for 18h; Further stages.;	94%

pentaerythritol tetraacrylate (4986-89-4) → polymer resin; monomer(s): pentaerythritol tetraacrylate

Conditions	Yield
With hydroxyethyl cellulose; xylene; dibenzoyl peroxide In water at 80℃; for 8h; Product distribution; Further Variations:; Reagents;	93%

morpholine (110-91-8) + pentaerythritol tetraacrylate (4986-89-4) + 1,4-diaminobutane (110-60-1) → C54H88N6O20

Conditions	Yield
Stage #1: pentaerythritol tetraacrylate; 1,4-diaminobutane In methanol at 25℃; for 18h; Michael addition; Stage #2: morpholine In methanol at 20℃; for 18h; Further stages.;	93%

morpholine (110-91-8) + 1,6-Hexanediamine (124-09-4) + pentaerythritol tetraacrylate (4986-89-4) → C93H157N11O33

Conditions	Yield
Stage #1: 1,6-Hexanediamine; pentaerythritol tetraacrylate In methanol at 25℃; for 18h; Michael addition; Stage #2: morpholine In methanol at 20℃; for 19h; Further stages.;	89%

morpholine (110-91-8) + pentaerythritol tetraacrylate (4986-89-4) + 1,5-diamino-3-azapentane (111-40-0) → C120H201N15O44

Conditions	Yield
Stage #1: pentaerythritol tetraacrylate; 3-azapentane-1,5-diamine In methanol at 25℃; for 18h; Michael addition; Stage #2: morpholine In methanol at 20℃; for 18h; Further stages.;	84%

1-aza-18-crown-6 (33941-15-0) + pentaerythritol tetraacrylate (4986-89-4) → 3-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-yl)-propionic acid 3-(3-1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-yl-propionyloxy)-2,2-bis-(3-1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-yl-propionyloxymethyl)-propyl ester

Conditions	Yield
In methanol at 50℃; for 24h; Michael addition;	82.5%

pentaerythritol tetraacrylate (4986-89-4) + 1,4,7,10-tetraoxa-15-azacyclopentadecane (66943-05-3) → 3-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl)-propionic acid 3-(3-1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl-propionyloxy)-2,2-bis-(3-1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl-propionyloxymethyl)-propyl ester

Conditions	Yield
In methanol at 50℃; for 24h; Michael addition;	82.1%

trichlorogermane etherate + pentaerythritol tetraacrylate (4986-89-4) → (Cl3GeC2H4CO2CH2)4C (742108-47-0)

Conditions	Yield
In neat (no solvent) acrylate was added dropwise to Ge compd.; mixt. was stirred at room temp. overnight;	77%

pentaerythritol tetraacrylate (4986-89-4) + diphenylphosphane (829-85-6) → C65H64O8P4

Conditions	Yield
In 2-methyltetrahydrofuran at 90℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry; regioselective reaction;	72%

4'-aminobenzo-15-crown-5-ether (60835-71-4) + pentaerythritol tetraacrylate (4986-89-4) → C73H104N4O28

Conditions	Yield
With triethylamine In methanol at 50℃; for 144h; Michael addition;	68%

2-(aminomethyl)-18-crown-6 (83585-61-9) + pentaerythritol tetraacrylate (4986-89-4) → 3-[(1,4,7,10,13,16-Hexaoxa-cyclooctadec-2-ylmethyl)-amino]-propionic acid 3-{3-[(1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl)-amino]-propionyloxy}-2,2-bis-{3-[(1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl)-amino]-propionyloxymethyl}-propyl ester

Conditions	Yield
In methanol at 50℃; for 24h; Michael addition;	67.5%

2-aminomethyl-15-crown-5 (83585-56-2) + pentaerythritol tetraacrylate (4986-89-4) → 3-[(1,4,7,10,13-Pentaoxa-cyclopentadec-2-ylmethyl)-amino]-propionic acid 3-{3-[(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethyl)-amino]-propionyloxy}-2,2-bis-{3-[(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethyl)-amino]-propionyloxymethyl}-propyl ester

Conditions	Yield
In methanol at 50℃; for 24h; Michael addition;	66%

4-aminobenzo-18-crown-6 (68941-06-0) + pentaerythritol tetraacrylate (4986-89-4) → C81H120N4O32

Conditions	Yield
With triethylamine In methanol at 50℃; for 144h; Michael addition;	65%

pentaerythritol tetraacrylate (4986-89-4) → polymer, photopolymerization; monomer(s): pentaerythritol tetraacrylate

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone under 56704.5 Torr; for 0.168333h; Kinetics; Product distribution; UV-irradiation;	38.6%

pentaerythritol tetraacrylate (4986-89-4) → poly(pentaerythritol tetraacrylate); monomer(s): pentaerythritol tetraacrylate

Conditions	Yield
With Synperonic(R) F-68 In acetone at 60℃; for 0.75h; UV-irradiation;
With 2,2'-azobis(isobutyronitrile) In ethanol; toluene at 60℃;

1-undecylamine (7307-55-3) + pentaerythritol tetraacrylate (4986-89-4) → C28H45NO8 + C45H65NO16

Conditions	Yield
In methanol at 4 - 20℃; Product distribution; Further Variations:; educt ratio; Michael addition;

1-pentanamine (110-58-7) + pentaerythritol tetraacrylate (4986-89-4) → C22H33NO8

Conditions	Yield
In methanol at 4 - 20℃; Michael addition;

1-pentanamine (110-58-7) + pentaerythritol tetraacrylate (4986-89-4) → C22H33NO8 + C39H53NO16

Conditions	Yield
In methanol at 4 - 20℃; Product distribution; Further Variations:; educt ratio; Michael addition;

thiomalic acid di(perfluorohexylethylester) + pentaerythritol tetraacrylate (4986-89-4) → C37H32F26O12S

Conditions	Yield
triethylamine In ethyl acetate at 50℃; for 3h; Michael Condensation;

2-benzyl-2-N,N-dimethylamino-1-[4-piperazinophenyl]-1-butanone (886463-08-7) + pentaerythritol tetraacrylate (4986-89-4) → C109H144N12O12

Conditions	Yield
1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 6h; Heating / reflux;

2-methyl-2-morpholin-4-yl-1-(4-piperazinylphenyl)propan-1-one (886463-09-8) + pentaerythritol tetraacrylate (4986-89-4) → C89H128N12O16

Conditions	Yield
1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 6h; Heating / reflux;

Upstream product

• 504-61-0 (E)-but-2-enol 
• 115-77-5 Pentaerythritol 
• 150-76-5 4-methoxy-phenol 
• 79-10-7 acrylic acid 
• 814-68-6 acryloyl chloride 
• 3121-61-7 2-methoxyethyl acrylate 
• 140-88-5 ethyl acrylate 
• 616-38-6 carbonic acid dimethyl ester 
• 3524-68-3 pentaerythritol triacrylate 
• 108-24-7 acetic anhydride 

Downstream Products

• 7357-67-7 4-(3-chloropropyl)morpholine 
• 1260149-09-4 C₅₅H₇₂N₄O₁₇ 
• 1337537-21-9 tetra-(hydroxymethyl)methane tetra-(3-[N-methyl-N-phenylamino]propionate) 
• 1198775-09-5 C₅₁H₅₈N₂O₁₂ 
• 1198774-94-5 C₃₂H₃₉NO₉ 
• 1198774-95-6 C₃₅H₄₁NO₁₀ 
• 1198774-96-7 C₅₀H₆₀N₂O₁₁ 
• 1198774-90-1 C₅₃H₆₂N₂O₁₂ 
• 1198774-99-0 C₆₈H₈₁N₃O₁₃ 
• 1198775-02-8 C₇₁H₈₃N₃O₁₄ 
• 1198775-06-2 C₈₉H₁₀₄N₄O₁₆ 

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