3055-97-8Relevant articles and documents
Synthesis method of isomeric dodecanol polyoxyethylene ether phosphate
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Paragraph 0017; 0019-0020; 0022-0023; 0025-0026; 0028-0029, (2020/05/01)
The invention relates to a synthesis method of isomeric dodecanol polyoxyethylene ether phosphate, and belongs to the technical field of anionic synthesis of nonionic surfactants in organic chemistry.The synthesis method of isomeric dodecanol polyoxyethylene ether phosphate comprises the following steps: (1) adding a catalyst to an initiator n-hexanol under the protection of nitrogen, and carrying out an aldol condensation reaction to obtain isododecanol; (2) carrying out an induction reaction on the isododecanol prepared in step (1) and part of ethylene oxide under the action of a catalyst,and then carrying out a polymerization reaction on the remaining ethylene oxide so as to obtain isododecanol polyoxyethylene ether; and (3) adding the isododecanol polyoxyethylene ether and phosphoruspentoxide, carrying out an esterification reaction, and adding deionized water into the esterification product to carry out hydrolysis in order to finally obtain the isomeric dodecanol polyoxyethylene ether phosphate.
Nonionic Isatin Surfactants: Synthesis, Quantum Chemical Calculations, ADMET and Their Antimicrobial Activities
Hussein, Ahmed M.,Khowdiary, Manal M.
, p. 489 - 501 (2020/02/11)
The most challenge task in the building up of surface-active molecules is maximizing their surface activity with good biological activity. A nonionic surfactant (N-isatin-EOm-Cn where m is 5, 7 and 9 ethylene glycol units and n is 8, 10 and 12) is achieved by first reacting isatin with chloroacetic acid and then with different types of ethoxylated (C8–C12) fatty alcohols that possess 5, 7 and 9 ethylene oxide units. The prepared surfactants were characterized by FTIR and 1H NMR to confirm the structure. The surface activity, biodegradability, antimicrobial, and antifungal activity of the surfactants were evaluated. In addition, quantum chemical calculations and computations of oral bioavailability were performed. The obtained data show that all the synthesized compounds had good surface activity, biodegradability and biological activity.
Application of Monodisperse PEGs in Pharmaceutics: Monodisperse Polidocanols
Yu, Zeqiong,Bo, Shaowei,Wang, Huiyuan,Li, Yu,Yang, Zhigang,Huang, Yongzhuo,Jiang, Zhong-Xing
, p. 3473 - 3479 (2017/10/11)
Polydisperse PEGs are ubiquitously used in pharmaceutical industry and biomedical research. However, the monodispersity in PEGs may play a role in the development of safe and effective PEGylated small molecular drugs. Here, to avoid the polydispersity in polidocanol, the active ingredient in a clinically used drug, a macrocyclic sulfate-based strategy for the efficient and scalable synthesis of monodisperse polidocanols, their sulfates, and their methylated derivatives, was developed. TLC and HPLC analysis indicated a complex mixture in regular polidocanol and high purities in monodisperse polidocanols and their derivatives. Assay on HUVEC, L929, and HePG2 cells showed that monodisperse polidocanols have much higher cytotoxicity and safety than that of regular polidocanol. It was found that the monodispersity of PEGs in polidocanols is crucial for achieving the optimal therapeutic results. Therefore, based on this case study, it would be beneficial to optimize PEGylated small molecular drugs with monodisperse PEGs in pharmaceutical research and development.
Nonionic surfactant having reduced toxicity and environmental hormone activity and preperation method of the same
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Paragraph 0153-0155, (2017/06/13)
The present invention relates to a non-ionic surfactant with reduced toxicity and activity of endocrine-disrupting chemicals, and to a preparation method thereof. According to the present invention, the non-ionic surfactant exhibits characteristics of remarkably reducing toxicity and effects on the survival of cells, and exhibits inactiveness of endocrine-disrupting chemicals, thereby being useful as a surfactant replacing a conventional surfactant such as NPEs, and the like. Particularly, the non-ionic surfactant is useful as a cleaning composition, a fabric softener composition, a cosmetic composition, an emulsifier composition, a dispersant composition, and the like.
Combinatorial synthesis of PEG oligomer libraries
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Page/Page column 10, (2010/02/15)
A simple chain-extending approach was established for the scale-up of the monoprotected monodisperse PEG diol materials. Reactions of THP-(OCH2CH2)n—OMs (n=4, 8, 12) with a large excess of commercially available H—(OCH2CH2)n—OH (n=1-4) under basic conditions led to THP-(OCH2CH2)n—OH (n=5-15). Similarly, Me-(OCH2CH2)n—OH (n=4-11, 13) were prepared from Me-(OCH2CH2)n—OMs (n=3, 7, 11). For the chain elongation steps, 40-80% yields were achieved through extraction purification. PEG oligomer libraries I and II were generated in 50-95% overall yields by alkylation or acylation of THP-(OCH2CH2)n—OH (n=1-15) followed by deprotection. Alkylation of Me-(OCH2CH2)n—OH (n=1-11, 13) with X—(CH2)m—CO2R (X=Br or OMs) and subsequent hydrolysis led to PEG oligomer library III in 30-60% overall yields. Combinatorial purification techniques were adapted to the larger-scale library synthesis. A total of 498 compounds, each with a weight of 2-5 g and a minimum purity of 90%, were synthesized.