Polycaprolactone,mw 150000

CAS
24980-41-4
Catalog Number
ACM24980414
Category
Polymer/Macromolecule
Molecular Weight
150000
Molecular Formula
C6H10O2

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Specification

Canonical SMILES
C1CCC(=O)OCC1
InChI Key
PAPBSGBWRJIAAV-UHFFFAOYSA-N
Boiling Point
225.4ºC at 760mmHg
Melting Point
60ºC(lit.)
Flash Point
84.8ºC
Density
1.145 (23°C)
Alpha Sort
Polycaprolactone
EC Number
207-938-1
Exact Mass
114.06800
H-Bond Acceptor
2
H-Bond Donor
0
WGK Germany
3

Polycaprolactone for Tissue Engineering & Drug Delivery

Dwivedi, Ruby, et al. Journal of oral biology and craniofacial research, 2020, 10(1): 381-388.

Among synthetic polymers, polycaprolactone (PCL) is one of the easiest to process and manipulate into various shapes and sizes due to its low melting temperature and excellent viscoelasticity.
Synthesis of PCL
Polycaprolactone (PCL) is mainly synthesized by ring opening polymerization (ROP) of ε-caprolactone (Scheme 1) and many efficient catalysts have been used for the polymerization.
Applications of PCL-based Biomaterials
· Tissue engineering: Bone tissue engineering, cartilage tissue engineering, ligament tissue engineering, skeletal muscle tissue engineering, skin tissue engineering, and more.
· PCL-based delivery: Used for the delivery of a variety of therapeutic molecules such as proteins, peptides, oligonucleotides, DNA, and siRNA.

Preparation of Rapidly Degradable Polycaprolactone and Its Application in Drug Delivery

Chang, Seo Hee, et al. Biomacromolecules, 2019, 19(6), 2302-2307.

The biomedical applications of polycaprolactone (PCL) are somewhat limited due to its relatively slow degradation rate. A PCL multi-block copolymer, PCL-OX, was developed as a rapidly degradable PCL in which OCLs are linked through oxalic acid bonds. In vivo application of paclitaxel-loaded PCL-OX microspheres provided stable plasma drug concentrations of 6-9 μg/mL over 28 days.
Synthesis of PCL-OX
· PCL-OX was synthesized with a coupling reaction of OCL 2000 and oxalyl chloride. The oligocaprolactone (OCL) was dissolved in anhydrous toluene (100 ml) and the residual water was removed by azeotropic distillation.
· After the reaction mixture was cooled down to 20 °C, 100 ml of dry toluene was added as solvent. Oxalyl chloride (0.872 ml, 10 mmol) was added to the reaction flask.
· Subsequently, dry trimethylamine (2.788 ml, 20 mmol) in 30 ml of dry toluene was slowly dropped into the reaction flask. The mixture was stirred at 20 °C for 20 hours under dry nitrogen conditions.
· Then, triethylammonium chloride salt was removed by filtration, and the product was purified by precipitation into diethyl ether. The residual solvent was removed under high vacuum. The yield was about 85%.

Modified Polycaprolactone Powder Used to Manufacture Bone Scaffolds

Feng, Pei, et al. Journal of Materials Research and Technology, 2021, 15, 3375-3385.

The lack of bioactivity of polycaprolactone (PCL) limits its application in bone regeneration. In order to improve the biological activity of PCL, polydopamine (PDA) was used to functionalize its surface. PDA-modified PCL powder can be used to fabricate intrinsically bioactive bone scaffolds via selective laser sintering (SLS).
Preparation of PCL/PDA powder
· PCL/PDA powder is prepared by oxidative self-polymerization of dopamine monomer under alkaline conditions to form a PDA coating on the surface of PCL powder.
· First, dissolve 0.5 g of dopamine hydrochloride in 100 ml of Tris-HCl buffer solution (10 mM, pH = 8.5).
· Then 2 g of PCL powder was added to the solution and the reaction was kept for different times with gentle stirring for different samples.
· The PCL/PDA powder products were obtained by filtration, multiple washing and drying processes.
· Finally, PCL/PDA powder was used as raw material to manufacture the bone scaffold through SLS technology.

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