Saltar al contenido
Merck

735094

Sigma-Aldrich

Bis(2-methacryloyl)oxyethyl disulfide

contains ≤6000 ppm hydroquinone as stabilizer

Sinónimos:

DSDMA, Disulfide-based dimethacrylate

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C12H18O4S2
Número de CAS:
Peso molecular:
290.40
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

form

liquid

Quality Level

contains

≤6000 ppm hydroquinone as stabilizer

refractive index

n20/D 1.517

density

1.141 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCCSSCCOC(=O)C(C)=C

InChI

1S/C12H18O4S2/c1-9(2)11(13)15-5-7-17-18-8-6-16-12(14)10(3)4/h1,3,5-8H2,2,4H3

InChI key

CGDNFXSLPGLMHK-UHFFFAOYSA-N

General description

Bis(2-methacryloyl)oxyethyl disulfide (DSDMA) belongs to the class of monomers known as disulfide-based dimethacrylates. It is widely employed as a crosslinker in the synthesis of various polymers with specific properties such as redox sensitivity and self-healing properties. DSDMA contains a disulfide bond, which can be cleaved under specific conditions, making it useful for drug delivery systems. It also undergoes thiol-disulfide exchange reactions, allowing it to react with thiols in polymers and form covalent crosslinks. This property enables the formation of networks and gels in polymer systems. Additionally, DSDMA is employed in the development of biomedical materials, such as tissue engineering scaffolds. Its ability to form stable crosslinks in biological environments makes it suitable for these applications.

Application

Bis(2-methacryloyl)oxyethyl disulfide (DSDMA) can be used in the following applications:
  • Used as a crosslinker in the synthesis of reduction-responsive molecularly imprinted polymer (MIPs) nanogels for drug delivery applications. This reduction-responsive property allows for control over drug delivery and modulation of the release properties of the MIPs.
  • Used as a crosslinker in the synthesis of self-healing polymer nanocomposites via dynamic disulfide exchange reaction and crosslinking properties. These self-healing polymer nanocomposites can be used in coatings, electronics, and packaging applications.
  • Used as a redox-responsive cross-linker in the synthesis of zwitterionic hydrogels for effective drug delivery. DSDMA provides structural stability, redox-responsiveness, and self-healing properties, which are essential for effective drug delivery.

pictograms

Environment

hcodes

Hazard Classifications

Aquatic Chronic 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Kunihiko Kobayashi et al.
ACS applied materials & interfaces, 11(1), 151-159 (2018-12-12)
Soft-robotic devices such as polymeric microgrippers offer the possibility for pick and place of fragile biological cargo in hard-to-reach conduits with potential applications in drug delivery, minimally invasive surgery, and biomedical engineering. Previously, millimeter-sized self-folding thermomagnetically responsive soft grippers have
Zhaolong Yu et al.
Journal of materials chemistry. B, 8(30), 6418-6428 (2020-06-25)
Surgery combined with adjuvant or neoadjuvant chemotherapy is still the standard treatment for osteosarcoma. However, the high risk of tumor recurrence and side effects of chemotherapy usually lead to high mortality for cancer patients. Herein, the multi-targeted receptor tyrosine kinase
Yu Xu et al.
Theranostics, 10(13), 5966-5978 (2020-06-03)
Rationale: Structural stability and size controllability are critical issues to semiconducting polymer nanoparticles (SPNs), which currently show great potential for theranostic applications. Methods: Herein, multi-responsive semiconducting polymer semi-interpenetrating nanoparticles (PDPP3T@PNIPAMAA IPNs) with highly stable structure and uniform size have been
Wenwen Li; Krzysztof Matyjaszewski; Krystyna Albrecht; Martin Moller
Macromolecules, 42, 8228-8228 (2009)
David S Spencer et al.
Journal of polymer science. Part A, Polymer chemistry, 56(14), 1536-1544 (2019-03-25)
Crosslinked cationic nanoscale networks with hydrophobic cores are an environmentally robust alternative to self-assembled polymeric drug delivery carriers with respect to therapeutic encapsulation and stability to dilution. However, the ability to tune the degree of PEG incorporated into nanogels during

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico