31852-84-3

Basic information

• Product Name: 1,3-dioxan-2-one
• Synonyms: polytrimethylene carbonate;1,3-Dioxan-2-one homopolymer
• CAS NO: 31852-84-3
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Mol File: 31852-84-3.mol
• Article Data: 46

Chemical Properties

• Melting Point: 42.2 °C
• Boiling Point: 255.2°Cat760mmHg
• Flash Point: 148.6°C
• Appearance: /
• Density: 1.2g/cm³
• CAS DataBase Reference: 1,3-dioxan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dioxan-2-one(31852-84-3)
• EPA Substance Registry System: 1,3-dioxan-2-one(31852-84-3)

Safety Data

• Hazardous Substances Data: 31852-84-3(Hazardous Substances Data)

Usage

Description

1,3-Dioxan-2-one, also known as cyclic trimethylene carbonate (TMC), is a heterocyclic organic compound that can be polymerized to form amorphous polymers with low glass transition temperatures. It is characterized by its ability to be copolymerized with other lactone monomers, resulting in materials with tunable physical and chemical properties.

Uses

Used in Biomedical Applications:
1,3-Dioxan-2-one is used as a key component in the production of biodegradable composites for bone tissue engineering and drug delivery. The resulting PTMC-based polymers degrade in vivo through an enzymatic surface erosion mechanism without releasing acidic degradation products, making them suitable for use in biomedical applications.
Used in Polymer Industry:
1,3-Dioxan-2-one is used as a monomer for the synthesis of amorphous polymers with low glass transition temperatures. These polymers can be copolymerized with other lactone monomers to create materials with tunable properties, such as flexibility and elasticity. After cross-linking, a (co-)polymer network is obtained with properties similar to those of polydimethylsiloxane (PDMS) rubber, making it useful for various applications in the polymer industry.

Production Methods

The direct polymerization method is a continuous esterification reactionOpen-loop polymerization includes three reaction steps: oligomerization, depolymerization and ring opening, which can achieve precise control of the polymerization reaction

InChI:InChI=1/C4H6O3/c5-4-6-2-1-3-7-4/h1-3H2

Upstream product

• 95104-50-0 2,2-Dimethoxy-1,3-dioxan 
• 85533-20-6 2-propoxy-1,3-dioxane 
• 124-38-9 carbon dioxide 
• 504-63-2 trimethyleneglycol 
• 57-13-6 urea 
• 616-38-6 carbonic acid dimethyl ester 
• 201230-82-2 carbon monoxide 
• 541-41-3 chloroformic acid ethyl ester 
• 75-44-5 phosgene 
• 107-06-2 1,2-dichloro-ethane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 584-08-7 potassium carbonate 
• 109-64-8 1,3-dibromo-propane 
• 81381-75-1 1,3-Bis(1,3-dioxan-2-yloxy)propane 

Downstream Products

• 53953-47-2 3-(1H-benzimidazol-1-yl)propan-1-ol 
• 22159-27-9 3-(2-methyl-1H-imidazol-1-yl)propan-1-ol 
• 51390-23-9 1-(3-hydroxypropyl)imidazole 
• 97594-98-4 4,4,5,5,4',4',5',5'-octamethyl-2,2'-propane-1,3-diyldioxy-bis-[1,3,2]dioxaborolane 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 56535-86-5 3-phenyl-1,3-oxazinan-2-one 

Relevant articles and documents

PROCESS FOR THE SYNTHESIS OF ISOCYANATE-FREE OMEGA-HYDROXY-URETHANES, ALPHA-OMEGA-DIURETHANES AND OLIGO (POLY)URETHANES

The synthesis of omega-hydroxyalkyl-urethanes, and of alfa-omega-diurethanes is reported which includes the reaction of diols with urea in presence of catalysts based on Ce at temperatures between 125 and 170°C over 4-8 h reaction time. A process for the production of oligomers of omega-hydroxyalkyl-urethanes is also reported based on the reaction of urea with diols in presence of Ce or Zr catalysts or Ce mixed oxides at 125-170°C over 4-20 h.

Ultrasound-assisted synthesis of a stable Co(II) coordination polymer as heterogeneous catalyst for CO2 transformation

A stable benzimidazole-containing Co(II) coordination polymer namely [Co(L)0.5(oba)]n (1) (H2oba = 4,4′-oxybis(benzoate), L = 1,6-bis(5,6-dimethylbenzimidazolyl) hexane) was successfully synthesized by ultrasonic technique under mild conditions. In especial, the effects of initial reagent concentration, irradiation time and ultrasonic power on the morphology and size of micron scale 1 were discussed in detail. Micron scale 1 appeared exceptional solvent and pH stabilities. Further, as a heterogeneous Lewis catalyst, 1 exhibited a highly activity and recyclability for CO2 transformation by cycloaddition with epoxide under room temperature.

Highly synergistic effect of ionic liquids and Zn-based catalysts for synthesis of cyclic carbonates from urea and diols

The development of stable and efficient catalysts is an attractive topic for green chemistry reactions under mild reaction conditions. In order to improve solvent-free synthesis of cyclic carbonates from urea and diols, a binary catalyst systems of Zn-based and different ionic liquids (ILs) were developed and examined in this study. The yield of ethylene carbonate (EC) could reach to 92.2% in the presence of C16mimCl/ZnCl2 catalyst. Through exploring the structure-activity relationships of cation and anion, it was confirmed that a synergistic effect of cation and anion of catalyst had important influences on urea alcoholysis. Additionally, the controlling step of EC synthesis reaction involving the elimination of an ammonia molecule from intermediates had been revealed by in situ FT-IR. This could afford a guided insight for synthesizing cyclic carbonates with high yield. Furthermore, a possible mechanism for the catalytic process was proposed based on DFT and the experimental results via FT-IR, 1H-NMR and 13C NMR analysis, which revealed that not only a probable synergistic effects of cation-anion matters, but also C(2)-H of ILs and Zn2+ played a key role in accelerating the reaction of urea alcoholysis. This catalytic mechanism study is to provide a preliminary basis to develop novel catalysts for cyclic carbonates from urea and diols through a green synthetic pathway.