97860-58-7

Usage

Uses

Used in Chemical Research:
3,3'-(1,4-NAPHTHYLIDINE)DIPROPIONATE, 2NA is used as a precursor to NDPO2 for chemical research purposes. It is utilized in the generation of singlet oxygen (1O2) through its thermal decomposition, which is essential in various chemical reactions and studies.
Used in Photodynamic Therapy:
In the medical field, 3,3'-(1,4-NAPHTHYLIDINE)DIPROPIONATE, 2NA is used as a photosensitizer in photodynamic therapy. The formation of endoperoxide (NDPO2) upon exposure to singlet oxygen (1O2) makes it a potential candidate for the treatment of various diseases, including cancer, by inducing localized cell death upon light activation.
Used in Material Science:
3,3'-(1,4-NAPHTHYLIDINE)DIPROPIONATE, 2NA is also used in material science as a component in the development of advanced materials with unique optical and chemical properties. The ability to generate singlet oxygen (1O2) upon thermal decomposition can be harnessed for various applications, such as the creation of self-healing materials or materials with enhanced photochemical stability.

Upstream product

• 97860-59-8 disodium 3,3'-(naphthalene-1,4-diyl)dipropionate endoperoxide 

Downstream Products

• 97860-59-8 disodium 3,3'-(naphthalene-1,4-diyl)dipropionate endoperoxide 

Relevant academic research and scientific papers

First evidence of the formation of 5,8-endoperoxide from the oxidation of 1,4-disubstituted naphthalene by singlet oxygen

Bulky water-soluble 1,4-disubstituted naphthalenes react with singlet oxygen giving the usual 1,4- and the unexpected 5,8-endoperoxides and showing that the regioselectivity of the [4 + 2] cycloaddition of singlet oxygen depends on the steric hindrance of the substrate.

Quantification of Singlet Oxygen Generated by Thermolysis of 3,3'-(1,4-Naphthylidene)dipropionate. Monomol and Dimol Photoemission and the Effects of 1,4-Diazabicyclooctane

Singlet oxygen arising from the thermal decomposition of the water-soluble endoperoxide of 3,3'-(1,4-naphthylidene)dipropionate (NDPO2) or from hypochlorite/H2O2 was detected.Direct measurements of light emission due to the chemiluminescent transition of O2 (1δg)to the triplet ground state was monitored (a) by monomol emission in the near-infrared (1270 nm) with a liquid nitrogen cooled germanium diode and (b) by dimol emission in the visible spectral region (634 and 703 nm) with a red-sensitive photomultipler and photon counting.Chemical trapping of 1O2 generated by NDPO2 or by hypochlorite/H2O2 was used for quantification with the anthracene-9,10-diyldiethyl disulfate (EAS), yielding the endoperoxide (EASO2) as the specific oxidation product.The β value for EASO2 was calculated to be 7.7 x 1E-3 M and 8 x 1E-3 M when 1O2 was generated by NDPO2 or hypochlorite/H2O2, respectively.Due to the enhancement of the lifetime of 1O2, the β values were lower in D2O.The yields od 1O2 were measured, showing the one-half of the O2 liberated by thermolysis of NDPO2 was in the singlet state, whereas the yield for hypochlorite/H2O2 was near unity.The addition of 1,4-diazabicyclooctane (DABCO) increased dimol emission with a concomitant decrease of monomol light emission, but left the yield of EASO2 unchanged.Similar results were obtained with hypochlorite/H2O2.A calibration of the photoemission was performed, based on the 1O2 yield of NDPO2 thermodissociation.