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Merck

900889

Lithium phenyl-2,4,6-trimethylbenzoylphosphinate

≥95%

Lithium phenyl-2,4,6-trimethylbenzoylphosphinate

Synonym(s):

LAP

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€ 175,00

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€ 768,00

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About This Item

Empirical Formula (Hill Notation):
C16H16LiO3P
CAS Number:
Molecular Weight:
294.21
MDL number:
UNSPSC Code:
12352128
NACRES:
NA.23

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Product Name

Lithium phenyl-2,4,6-trimethylbenzoylphosphinate, ≥95%

SMILES string

CC1=C(C(P(C2=CC=CC=C2)(O[Li])=O)=O)C(C)=CC(C)=C1

assay

≥95%

form

crystalline powder

color

white to off-white

storage temp.

2-8°C

Quality Level

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This Item
199877323403L0375
assay

≥95%

assay

95%

assay

95%

assay

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

form

crystalline powder

form

powder

form

pellets

form

powder

color

white to off-white

color

-

color

-

color

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

Application

Lithium phenyl-2,4,6-trimethylbenzoylphosphinate (LAP) is a water soluble, cytocompatible, Type I photoinitiator for use in the polymerization of hydrogels or other polymeric materials. This photoinitator is preferred over Irgacure 2959 for biological applications due to its increased water solubility, increased polymerization rates with 365 nm light, and absorbance at 400 nm allowing for polymerization with visible light. The improved polymerization kinetics enable cell encapsualation at reduced initiator concentration and longer wavelength light, which has been shown to reduce initiator toxicity and increase cell viability.

Features and Benefits

  • Superior water solubility
  • Biocompatible
  • Sensitiveto visible light

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Tiffany Zhang et al.
Scientific reports, 10(1), 15796-15796 (2020-09-27)
Inspired by the interesting natural antimicrobial properties of honey, biohybrid composite materials containing a low-fouling polymer hydrogel network and an encapsulated antimicrobial peroxide-producing enzyme have been developed. These synergistically combine both passive and active mechanisms for reducing microbial bacterial colonization.
Joshua D McCall et al.
Biomacromolecules, 13(8), 2410-2417 (2012-06-30)
Photoinitiated polymerization remains a robust method for fabrication of hydrogels, as these reactions allow facile spatial and temporal control of gelation and high compatibility for encapsulation of cells and biologics. The chain-growth reaction of macromolecular monomers, such as acrylated PEG
Zhiguang Qiao et al.
Biomaterials, 266, 120385-120385 (2020-10-30)
Despite significant advances in osteochondral tissue engineering, it remains challenging to successfully reconstruct native-like complex tissues organized in three-dimension with spatially varying compositional, structural and functional properties. In this contribution, inspired by the gradients in extracellular matrix (ECM) composition and
Kavin Kowsari et al.
iScience, 24(11), 103372-103372 (2021-11-27)
To address current unmet needs in terms of scalability and material biocompatibility for future photocrosslinking-based additive manufacturing technologies, emergent platform designs are in inexorable demand. In particular, a shift from the present use of cell-damaging UV light sources in light-based
Zachary M Geisterfer et al.
STAR protocols, 1(3), 100221-100221 (2020-12-31)
Cell-free extract derived from the eggs of the African clawed frog Xenopus laevis is a well-established model system that has been used historically in bulk aliquots. Here, we describe a microfluidic approach for isolating discrete, biologically relevant volumes of cell-free

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Questions

1–6 of 6 Questions  
  1. I would like to know how I could prepare and store a stock solution for LAP.

    1 answer
    1. Unfortunately, the solubility or stability of this product has not been tested directly. This compound is described as a water-soluble photoinitiator and is expected to be soluble at 4.7 wt% in water. Fresh solution preparation at the time of use is recommended. The method of dissolution will depend on the intended application. It is possible to dissolve this product at a concentration of 0.05% w/v in deionized water for forming a gelatin methacrylate hydrogel.

      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/208/079/938831-protocol-ww.pdf

      Helpful?

  2. 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

      Helpful?

  3. May I know the exact content for this product? (Purity(HPLC) is about the area ratio, right?)

    1 answer
    1. The purity value of this product is approximately 99%, depending on the lot number. The percentage purity is calculated by High-Performance Liquid Chromatography (HPLC) using area ratios obtained from the chromatograms.

      Helpful?

  4. What is the quantum yield of this photoinitiator for 365 nm light?

    1 answer
    1. The quantum yield of this product at 365 nm is not tested. Here is a reference paper that reported the quantum yield of 0.35: https://onlinelibrary.wiley.com/doi/10.1002/macp.1991.021921010?msockid=09c4269466ab65c01be132a5675564f9

      Helpful?

  5. 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

      Helpful?

  6. Hello, I would like to know what is the minimum power to activate LAP?

    1 answer
    1. Minimum activation levels are not determined for this product. As per the product information, this compound demonstrates increased polymerization rates with 365 nm light, and absorbance at 400 nm allowing for polymerization with visible light. See the link below for a publication that may be helpful.
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7408440/

      Helpful?

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