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Merck

440744

Polycaprolactone

greener alternative

average Mn 80,000

Synonym(s):

2-Oxepanone homopolymer, 6-Caprolactone polymer

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About This Item

Linear Formula:
(C6H10O2)n
UNSPSC Code:
12162002
NACRES:
NA.23

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SMILES string

C1CCC(=O)OCC1 (Canonical-SMILES)

InChI key

PAPBSGBWRJIAAV-UHFFFAOYSA-N

InChI

1S/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2

form

pellets (~3 mm)

mol wt

average Mn 80,000

greener alternative product characteristics

Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

impurities

<0.5% water

mp

60 °C (lit.)

density

1.145 g/mL at 25 °C

Mw/Mn

<2

application(s)

3D bioprinting
advanced drug delivery

greener alternative category

Quality Level

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1 of 4

This Item
704105900820900825
form

pellets (~3 mm)

form

pellets

form

chunks

form

chunks

mp

60 °C (lit.)

mp

56-64 °C, 60 °C (lit.)

mp

-

mp

-

density

1.145 g/mL at 25 °C

density

-

density

-

density

-

mol wt

average Mn 80,000

mol wt

Mn 40,000-50,000, Mw 48,000-90,000, average Mn 45,000

mol wt

-

mol wt

-

impurities

<0.5% water

impurities

-

impurities

≤0.5 Residual monomer (GC), ≤0.5% Residual Water content (colormetric titration), ≤100 ppm Tin (AAS)

impurities

≤0.5% Residual Water content (colormetric titration), ≤0.5% Residual monomer (GC), ≤100 ppm Tin (AAS)

Mw/Mn

<2

Mw/Mn

-

Mw/Mn

-

Mw/Mn

-

Application

  • PCL loaded with antibiotics may be used to treat infections of the respiratory tract, like tuberculosis.
  • Investigations were carried out based upon phenotypic responses of human bone marrow mesenchymal cells (hBMSCs) for different ratio of chitosan/ polycaprolactone (PCL) blends.[1]
  • PCL/biomedical ceramic materials have been studied for possible osteo tissue regeneration.
  • Action of PCL/graded insulin/beta-5 glycerophosphate concentrations on osteochondral tissue formation through adipose-derived stromal cell differentiation.[2]
  • Other general uses include:extrusion aid, die lubricant, mold release, pigment and filler dispersion aid and polyester segments in urethanes and block polyesters.

Features and Benefits

Biodegradable polymer
Non-toxic, biodegradable in soil, broad miscibility, mechanical compatibility with many polymers and good adhesion to a broad spectrum of substrates.

General description

Polycaprolactone (PCL) is a semi crystalline hydrophobic biodegradable polyester which finds major applications as a drug delivery agent because of its cost efficiency, high toughness and biocompatibility. PCL possesses some unique properties such as:
  • It degrades slower than other biodegradable polyesters in physiological condition, this property can be exploited in the controlled release of drugs in target tissues over a period of time.
  • Its poor surface wetting and interaction with biological fluids on account of its hydrophobicity leads to poor cell adhesion and proliferation, hence it is blended with other synthetic /natural polymers.[1]
We are committed to bringing you Greener Alternative Products, which belongs to one of the four categories of greener alternatives. This is an enabling product that belongs to a family of high-performance bio-based polymers that are essential for developing efficient, low-cost, and environmentally friendly renewable energy solutions. Click here for more information.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Cevat Erisken et al.
Tissue engineering. Part A, 17(9-10), 1239-1252 (2010-12-30)
The ability to fabricate tissue engineering scaffolds containing systematic gradients in the distributions of stimulators provides additional means for the mimicking of the important gradients observed in native tissues. Here the concentration distributions of two bioactive agents were varied concomitantly
Hung-Jen Shao et al.
Journal of biomedical materials research. Part A, 100(12), 3344-3352 (2012-06-27)
The phenotypic responses of human bone marrow mesenchymal cells (hBMSCs) on different ratio of chitosan/polycaprolactone (PCL) blends were investigated in this study. The results showed that hBMSCs existed different morphology on chitosan/PCL blends due to the different adhesion characteristic of
T Limongi et al.
Molecular neurobiology, 55(12), 8788-8798 (2018-03-31)
Biopolymers are increasingly employed for neuroscience applications as scaffolds to drive and promote neural regrowth, thanks to their ability to mediate the upload and subsequent release of active molecules and drugs. Synthetic degradable polymers are characterized by different responses ranging
Muhammad Shafiq et al.
Arteriosclerosis, thrombosis, and vascular biology, 38(7), e117-e134 (2018-06-02)
The objective of this study was to develop small-diameter vascular grafts capable of eluting SDF (stromal cell-derived factor)-1α-derived peptide and SP (substance P) for in situ vascular regeneration. Polycaprolactone (PCL)/collagen grafts containing SP or SDF-1α-derived peptide were fabricated by electrospinning.
Gerard Rubí-Sans et al.
Biomolecules, 10(1) (2020-01-08)
Degenerative cartilage pathologies are nowadays a major problem for the world population. Factors such as age, genetics or obesity can predispose people to suffer from articular cartilage degeneration, which involves severe pain, loss of mobility and consequently, a loss of

Articles

In the past two decades, tissue engineering and regenerative medicine have become important interdisciplinary fields that span biology, chemistry, engineering, and medicine.

Innovations in polymer technology have had a significant impact on the advancement of novel drug delivery systems.

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Explore the design of cleavable comonomers for advanced deconstructable polymers and practical strategies to overcome synthesis challenges and their applications.

Questions

1–5 of 5 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Could you please provide the processing parameters for product 440744?

    1 answer
    1. The production process is proprietary. However, the product is a homopolymer of ε-caprolactone with a concentration of ester bond at 610 - 615 M. It has a hydroxyl end group and a melting range of 58 - 60 °C.

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  4. I would like to know the standard curve of UV-vis absorbance of polycaprolactone.

    1 answer
    1. This product is not tested for data for UV-Vis absorbance, but one source shows it here: https://www.researchgate.net/figure/A-UV-vis-spectra-of-polycaprolactone-PCL-and-aminolysed-PCL-samples-Right-panel_fig4_319107535

      Please note, the curve cannot be guaranteed as this is not something that is tested internally.

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  5. What are the processing parameters for the product?

    1 answer
    1. The production process is considered proprietary, however the following details may be shared: The product is a homopolymer of ε-caprolactone The concentration of ester bond is 610 - 615 M. The product has a hydroxyl end group. The melting range is 58 - 60 °C.

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