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Dipentaerythritol

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Dipentaerythritol Basic information
Product Name:Dipentaerythritol
Synonyms:Dipentaerythritol(Di-PE);2,2'[OXYBIS(METHYLEN)]BIS[HYDROXYMETHYL]-1,3-PROPANDIOL;2,2,6,6,-Tetra(hydroxymethyl)-4-oxaheptane-1,7-diol;2,2,2',2'-tetrakis(hydroxymethyl)-3,3'-oxydipropan-1-ol;2-([3-Hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl)-2-(hydroxymethyl)-1,3-propanediol;2,2'-(Oxybis(methylene))bis-((hydroxymethyl)-1,3-propanediol);2,2’-(oxybis(methylene))bis(2-(hydroxymethyl)-3-propanediol;DIPENTAERYTHRITOL FOR SYNTHESIS
CAS:126-58-9
MF:C10H22O7
MW:254.28
EINECS:204-794-1
Product Categories:Fine Chemical;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Organic Building Blocks;Oxygen Compounds;Polyols
Mol File:126-58-9.mol
Dipentaerythritol Structure
Dipentaerythritol Chemical Properties
Melting point 215-218 °C (lit.)
Boiling point 356°C
density 1.36 g/cm3 (20℃)
bulk density400-450kg/m3
vapor pressure <0.00001 hPa (20 °C)
refractive index 1.4455 (estimate)
storage temp. Store below +30°C.
solubility 2.4g/l
form Crystalline Powder
pka13.38±0.10(Predicted)
color White
PH5 (2g/l, H2O, 20℃)
Water Solubility 0.29 g/100 mL (20 ºC)
Sensitive Hygroscopic
InChIKeyTXBCBTDQIULDIA-UHFFFAOYSA-N
LogP1.8 at 23℃
CAS DataBase Reference126-58-9(CAS DataBase Reference)
NIST Chemistry Reference1,3-Propanediol, 2,2'-[oxybis(methylene)]bis[2-(hydroxymethyl)-(126-58-9)
EPA Substance Registry SystemDipentaerythritol (126-58-9)
Safety Information
Safety Statements 24/25
WGK Germany 1
Autoignition Temperature370 °C
TSCA Yes
HS Code 29094919
Hazardous Substances Data126-58-9(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 2000 mg/kg
MSDS Information
ProviderLanguage
2,2,2',2'-Tetrakis(hydroxymethyl)-3,3'-oxydipropan-1-ol English
ACROS English
SigmaAldrich English
ALFA English
Dipentaerythritol Usage And Synthesis
DescriptionDipentaerythritol, also known as 2,2-[oxybis(methylene)- bis[2-hydroxymethyl]-1,3-propanediol, is a byproduct of pentaerythritol production. Because of its low solubility in water (0.22 g/ 100 g H2O at 20 ℃ and 10.0 g/100 g H2O at 100 ℃) it can be separated from pentaerythritol by fractional crystallization. The yield can be increased by changing the ratio of formaldehyde/ acetaldehyde towards stoichiometric. Adding pentaerythritol before starting the reaction also increases the yield. An effective method is to use acrolein instead of acetaldehyde. Dipentaerythritol can be produced intentionally from pentaerythritol by acid catalysis. Dipentaerythritol is purified as a coproduct by many pentaerythritol producers.
Chemical Propertieswhite crystalline powder
Uses2,2''-(Oxybis(methylene))bis(2-(hydroxymethyl)-propane-1,3-diol) is used in preparation of new type of explosion-proof and flame-retardant tape material for cables.
ApplicationDipentaerythritol (DPE) is an attractive raw material used for the production of polyesters, polyethers, polyurethanes, alkyd resins, photosensitive resin film. DPE is also employed in a wide range synthesis of specialty chemicals such as lubricants, coatings, adhesives, plasticizers and cosmetics.
PreparationDipentaerythritol is obtained as a byproduct in the manufacture of pentaerythritol; it is separated by fractional distillation.
synthesis of dipentaerythritol from pentaerythritol
Dipentaerythritol (DPE) has been prepared from a slurry of Pentaerythritol (PE) in sulfolane catalyzed by a low amount of sulfuric acid and was isolated with 16% yield (72% GPC purity) and 57% isolated selectivity.
synthesis of dipentaerythritol from pentaerythritol under acidic conditions
ApplicationPVC stabilizers based on calcium – zinc carboxylates use micronized dipentaerythritol as costabilizer to improve the thermal stability of PVC during processing. This system grows fast in economic significance at the expense of leadbased stabilizers due to environmental reasons. Micronized dipentaerythritol is also used in intumescent paints. Synthetic lubricants are another important application for dipentaerythritol. The C5 – C10 esters are used as lubricants in jet engines and refrigerators. Rosin esters made from dipentaerythritol have a higher softening point than rosin esters from pentaerythritol.
Flammability and ExplosibilityNot classified
Synthesis
Pentaerythritol

115-77-5

Dipentaerythritol

126-58-9

The general procedure for synthesizing dipentaerythritol from pentaerythritol (PET) is as follows: in a reaction flask equipped with a stirrer, a thermometer, a distillation column, and a condenser tube, 350 parts of pentaerythritol (PET), 182 parts of ethylidene carbonate, and 0.3 parts of tetrabutoxytitanium as a catalyst (trade name: Orgatics TA-25, produced by Matsumoto Fine Chemical Co.) Subsequently, 0.3 part of boron trioxide was added as a co-catalyst. The reaction mixture was heated to 140-170 °C and the reaction was stirred in this temperature range for 11 hours. During the reaction, the system pressure was maintained at 0.055-0.0001 MPa while the generated ethylene glycol and unreacted ethylene carbonate were removed from the system by means of a distillation column and a condensation tube. Upon completion of the reaction, 250 parts of pentaerythritol (PET), 3.2 parts of diboron trioxide (as Catalyst B) and 1.6 parts of sodium formate (as Catalyst A) were added to the same flask. The reaction mixture was heated to 190 °C and the reaction was stirred at 0.097 MPa for 3 hours. At the end of the reaction, the products were analyzed and the results are shown in Table 2.

References[1] Patent: JP5896028, 2016, B2. Location in patent: Paragraph 0065; 0077
[2] Patent: US6121499, 2000, A
[3] Patent: CN104220415, 2016, B. Location in patent: Paragraph 0102-0108
Dipentaerythritol Preparation Products And Raw materials
Raw materialsPentaerythritol-->Formaldehyde-->Formic acid-->Acetaldehyde
Preparation ProductsPentaerythritol tetrakis(2-mercaptoacetate)
Tag:Dipentaerythritol(126-58-9) Related Product Information
Pentaerythritol triacrylate Tris(hydroxymethyl)nitromethane TETRAPHENYLOLETHANE GLYCIDYL ETHER Pentaerythritol tetranitrate TRIPENTAERYTHRITOL Pentaerythritol Decanoic acid, mixed esters with dipentaerythritol, octanoic acid and valeric acid DIPENTAERYTHRITOL PENTAACRYLATE,DIPENTAERYTHRITOL MONOHYDROXY PENTAACRYLATE Fatty acids, C5-9, hexaesters with dipentaerythritol ,Carboxylic acids, C5-9, hexaesters with dipentaerythritol Erythritol DIPENTAERYTHRITOL HEXAKIS THIOGLYCOLATE DIPENTAERYTHRITOL HEXAKIS(3-MERCAPTOPROPIONATE) ETHYL-BIS-(SODIUMTETRAZOYLAZO)ACETATE Isononanoic acid, mixed esters with dipentaerythritol, heptanoic acid and pentaerythritol Dipentaerythritol hexaacrylate of caprolactone modified dipentaerythritol Dipentaerythritol hexastearat Dipentaerythritol stearate

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