cas 822-39-9, 2-Chloro-1,3,2-dioxaphospholane

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Five-membered ring phosphite compound, and preparation method and application thereof
The invention belongs to the technical field of batteries, and especially relates to a five-membered ring phosphite compound. The structural general formula of the five-membered ring phosphite compound is represented by formula 1 shown in the description; and in the formula, R, R, R, R, R, R, R, R, R, R, R, R, R, R, R, R, R and R are independently selected from hydrogen, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an alkynyloxy group, an enyloxy group, a silyl group, a siloxane group, aryl silicon, an arylsilyl group, an arylsiloxy group, a halogenated alkyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a thienyl group, a halogenated phenyl group, a halogenated biphenyl group, a phenolic group, an alkyl-containing phenolic group, an alkenyl-containing phenolic group, an alkynyl-containing phenolic group, a nitrile-containing phenolic group, a monohalogenated phenolic group and a polyhalogenated phenolic group. The five-membered ring phosphite compound provided by the invention has excellent flame retardant property, can effectively prevent electrolytes from being oxidized when being applied to the field of batteries, reduces oxygenolysis of the electrolytes on positive electrodes, and remarkably improves the comprehensive properties such as high temperature, circulation, storage and the like of the batteries.
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Paragraph 0090; 0092-0093

(2020/06/17)

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof and vinyl acetate hydroformylation method (by machine translation)
The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application of the phosphine ligand compound and vinyl acetate hydroformylation. The phosphine ligand compound has the structure shown in the formula (1); and A and B1 And B2 C is each independently selected from substituted or unsubstituted C1 - C20 Alkylene; and A, B1 And B2 The optionally present substituents are each independently selected from C. 1 - C20 Alkyl, halogen and C1 - C10 The phosphorus ligand compound provided by the invention can effectively improve the vinyl acetate conversion rate and 2 - acetoxy propionaldehyde selectivity. (by machine translation)
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Paragraph 0077-0080

(2020/07/13)

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof, and vinyl acetate hydroformylation method
The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application thereof, and avinyl acetate hydroformylation method. The phosphine ligand compound has a structure shown as a formula (1); wherein A is selected from substituted or unsubstituted biphenyl; B1 and B2 are each independently selected from substituted or unsubstituted C1-C20 alkylene groups; substituent groups optionally existing in A, B1 and B2 are respectively and independently selected from at least one of C1-C20 alkyl, halogen, C1-C10 alkoxyl, hydroxyl, carboxyl and aldehyde group; and the provided phosphine ligand compound can effectively improve the conversion rate of vinyl acetate and the selectivity of2-acetoxy propionaldehyde.
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Paragraph 0091-0094

(2020/07/13)

Phosphine ligand compound and preparation method thereof, catalyst composition and application thereof and vinyl acetate hydroformylation method (by machine translation)
The invention relates to the field of vinyl acetate hydroformylation, and discloses a phosphine ligand compound and a preparation method thereof, a catalyst composition and application of the phosphine ligand compound and vinyl acetate hydroformylation. The phosphine ligand compound has the structure shown in the formula (1); wherein A is selected from substituted or unsubstituted phenyl; B1 And B2 C is each independently selected from substituted or unsubstituted C1 - C20 Alkylene; A, B1 And B2 The optionally present substituents are each independently selected from C. 1 - C20 Alkyl, halogen and C1 - C10 The phosphorus ligand compound provided by the invention can effectively improve the vinyl acetate conversion rate and 2 - acetoxy propionaldehyde selectivity. (by machine translation)
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Paragraph 0079-0082

(2020/07/13)

Method of Preparing 1,1,6,6-tetrachloro-2,5-dioxa-1,6-diphoshexane
A method for manufacturing 1,1,6,6-tetrachloro-2,5-dioxa-1,6-diphoshexane according to the present invention is the method for manufacturing 1,1,6,6-tetrachloro-2,5-dioxa-1,6-diphoshexane represented by chemical formula 2 by phosphorylation of an ethylene glycol compound represented by chemical formula 1 in the presence of an organic base. The method has effects of having an easy manufacturing process, being able to mass produce, obtaining 1,1,6,6-tetrachloro-2,5-dioxa-1,6-diphoshexane in a high yield, and manufacturing 1,1,6,6-tetrachloro-2,5-dioxa-1,6-diphoshexane with the high yield and a high purity.COPYRIGHT KIPO 2019
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Page/Page column 9-13

(2019/09/05)

Synthesis and ring-opening polymerization of glycidyl ethylene phosphate with a formation of linear and branched polyphosphates
Newly obtained cyclic monomer, glycidyl ethylene phosphate, readily forms branched or linear polymers via ring-opening polymerization catalyzed by 1,5,7-triazabicyclo[4.4.0]dec-5-ene or by [(BHT)Mg(OBn)(THF)]2, respectively. The polymers obtained are promising for biomedical applications.
Nifant'ev, Ilya E.,Shlyakhtin, Andrey V.,Bagrov, Vladimir V.,Komarov, Pavel D.,Kosarev, Maxim A.,Tavtorkin, Alexander N.,Minyaev, Mikhail E.,Roznyatovsky, Vitaly A.,Ivchenko, Pavel V.
p. 155 - 157
(2018/04/05)

Preparation and application of reducing sensitive nano-micelle
The invention relates to preparation and application of a reducing sensitive nano-micelle, belonging to preparation and application of an amphiphilic block polymer. A hydrophilic section and a hydrophobic section of the amphiphilic block polymer are connected with each other by a reducing responsive sulfur-sulfur bond; the nano-micelle is formed by self-assembling; the reducing sensitive nano-micelle consists of a shell and an inner core, wherein the shell is a hydrophilic polymer, and the inner core is a hydrophobic polymer; the hydrophilic section of the amphiphilic block polymer is polyphosphate, the hydrophobic section of the amphiphilic block polymer is poly(benzyl glutamate), and the hydrophilic section and the hydrophobic section of the amphiphilic block polymer are connected with each other by the reducing responsive sulfur-sulfur bond. The reducing sensitive nano-micelle has the advantages that the drug-loaded nano-micelle is difficult to dissociate outside the cells or in the blood, so that the drug encapsulated in the nano-micelle is enabled to be stable; once the nano-micelle enters the cancer cell, the sulfur-sulfur bond can be disconnected by glutathione which is a reducing matter in the cell, so that the nano-micelle is rapidly dissociated, the anti-cancer drug encapsulated in the nano-micelle can be rapidly and effectively released out, and an effective treatment effect is achieved; the reducing sensitive nano-micelle overcomes the defects that the drug is easy to leak in vivo, low in transport efficiency, slow in intracellular release speed, and the like.
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Paragraph 0032; 0064; 0066

(2017/07/19)

Breathing air as oxidant: Optimization of 2-chloro-2-oxo-1,3,2-dioxaphospholane synthesis as a precursor for phosphoryl choline derivatives and cyclic phosphate monomers
Phosphoryl choline derivatives are important compounds for drug development. Also other phosphoesters have received increased demand in recent years. Many of such compounds rely 2-chloro-2-oxo-1,3,2-dioxaphospholane (COP) as an intermediate. COP is available in a two-step reaction from the cyclic adduct of phosphorus chloride and ethylene glycol after oxidation. Although commercially available, in-house synthesis of COP is often required due to pricing, purity, and delivery issues. Air is a convenient and economical oxidizing agent, yet not used for synthesis of COP. While slow consumption of the P(III)-precursor 2-chloro-1,3,2-dioxaphospholane with molecular oxygen from a gas bottle, high amounts of unreacted oxygen are lavished and even may cause an explosion. Oxygen from air is a reasonable and safer alternative. Additionally, catalytic amounts of cobalt(II)chloride increase the reaction kinetics remarkably. The results presented allow a controlled and fast access to a variety of phosphoesters by optimized reaction conditions of COP and its derivatives.
Becker, Greta,Wurm, Frederik R.
p. 3536 - 3540
(2017/06/01)

Phosphoric acid phaseomannite class compound and its preparation method and application (by machine translation)
The invention discloses a phaseomannite class phosphate compound, phosphoric acid phaseomannite class compound preparation method, and these phosphoric acid phaseomannite class compounds in the preparation of an anti-tumor drug. The use of non-small cell lung cancer cells to the compounds of this invention to inhibit the growth of tumor cells in active testing, that the compounds of this invention have high inhibition of tumor cell growth activity, some of the compound inhibiting activity even with cisplatin active quite, which indicates that the compounds of this invention have good cell penetrability and phosphorus esterase stability, can be used for the development of anti-tumor medicament. (by machine translation)
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Paragraph 0198; 0199

(2017/07/14)

BLOCK COPOLYMER, LIQUID COMPOSITE THEREOF, NUCLEIC ACID PREPARATION, PREPARATION METHODS THEREFOR, AND USE THEREOF
Provided are a polycaprolactone-polyphosphate block copolymer, a liquid composite formed by the block copolymer, a nucleic acid preparation, preparation methods for the copolymer and the liquid composite, and the use of the copolymer and the liquid composite in a nucleic acid medicine delivery system. The block copolymer prepared using the present invention has good biocompatibility, low cytotoxicity, and good biodegradability. The micelles provided in the present invention self-assemble into nano-particles in an aqueous solution, and have good stability, biocompatibility, and biodegradability, and low cytotoxicity. The preparation method is simple, has high repeatability, as a vector can protect small nucleic acids such as siRNA from biodegradation, can combine with the scale effect of nano-particles, and can be used for treating different diseases. Additionally, bonding targeting groups enable specificity recognition of different cancer cells.
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Paragraph 0093

(2015/04/15)

Multifunctional poly(phosphoester)s with two orthogonal protective groups
A novel cyclic phosphate monomer, 2-(2-(benzyloxy)ethoxy)-1,3,2-dioxaphospholane-2-oxide (BnEEP), was developed to generate poly(phosphoester)s containing protected pendant hydroxyl groups by anionic ring-opening polymerization. The hydroxyl-groups were released by a mild catalytic hydrogenation leaving the polymer backbone intact. In addition, the number of pendant hydroxyl groups was varied by copolymerization of BnEEP with ethyl ethylene phosphate (EEP). Furthermore, copolymers of BnEEP with an acetal protected cyclic phosphate, 2-(2,2-dimethyl-1,3-dioxolan-4-yl-methoxy)-2-oxo-1,3,2-dioxaphospholane (GEP), were prepared in order to establish a selective deprotection of the acetal or the benzyl protective groups by acidic hydrolysis or catalytic hydrogenation respectively. No degradation of the polyester backbone was detected under the reported conditions. The novel monomer allows adjustment of the chemical and physical properties of the poly(phosphoester)s and gives access to various side chain functionalities.
Müller, Laura K.,Steinbach, Tobias,Wurm, Frederik R.
p. 42881 - 42888
(2015/05/27)

Synthesis and self-assembly of thermoresponsive amphiphilic biodegradable polypeptide/poly(ethyl ethylene phosphate) block copolymers
We report the design and synthesis of new fully biodegradable thermoresponsive amphiphilic poly(γ-benzyl L-glutamate)/poly(ethyl ethylene phosphate) (PBLG-b-PEEP) block copolymers by ring-opening polymerization of N-carboxy-γ-benzyl L-glutamate anhydride (BLG-NCA) with amine-terminated poly(ethyl ethylene phosphate) (H2N-PEEP) as a macroinitiator. The fluorescence technique demonstrated that the block copolymers could form micelles composed of a hydrophobic core and a hydrophilic shell in aqueous solution. The morphology of the micelles as determined by transmission electron microscopy (TEM) was spherical. The size and critical micelle concentration (CMC) values of the micelles showed a decreasing trend as the PBLG segment increased. However, UV/Vis measurements showed that these block copolymers exhibited a reproducible temperature-responsive behavior with a lower critical solution temperature (LCST) that could be tuned by the block composition and the concentration.
Wu, Qiuhua,Zhou, Dan,Kang, Renyu,Tang, Xiuping,Yang, Qi,Song, Ximing,Zhang, Guolin
p. 2850 - 2858
(2015/02/19)

Synthesis and micellization of amphiphilic biodegradable methoxypolyethylene glycol/poly(d,l-lactide)/polyphosphate block copolymer
A new amphiphilic biodegradable methoxypolyethylene glycol/poly(d,l- lactide)/poly(ethyl ethylene phosphate) (MPEG-b-PLA-b-PEEP) block copolymer was synthesized by ring-opening polymerization of ethyl ethylene phosphate (EEP) with methoxypolyethylene glycol/poly(d,l-lactide) (MPEG-b-PLA) as a macroinitiator, which was prepared by ring-opening polymerization of d,l-lactide (LA) initiated by methoxypolyethylene glycol (MPEG) using stannous octoate as catalyst. The structures of the block copolymers were confirmed by IR, 1H NMR and GPC analysis. Fluorescence measurements were applied to determine the critical micelle concentration (CMC) of the copolymer micelle solutions. The diameter and the distribution of micelles were characterized by dynamic light scattering (DLS) and the shape was perceived using transmission electron microscopy (TEM). The results prove that the copolymers can self-assemble into nano-micelles in aqueous solutions. The CMC of the copolymer solutions increased and the size of the micelles reduced with increasing of the proportion of PEEP segments. TEM images demonstrate that all micelles are spherical.
Wu, Qiuhua,Wang, Chuang,Zhang, Dan,Song, Ximing,Verpoort, Francis,Zhang, Guolin
experimental part
p. 980 - 984
(2012/03/27)

Self-assembled micelles from an amphiphilic hyperbranched copolymer with polyphosphate arms for drug delivery
A novel type of amphiphilic hyperbranched multiarm copolymer [H40-star-(PLA-b-PEP-OH)] was synthesized through a two-step ring-opening polymerization (ROP) procedure and applied to drug delivery. First, Boltorn H40 was used as macroinitiator for the ROP of l-lactide to form the intermediate (H40-star-PLA-OH). Then, the ROP of ethyl ethylene phosphate was further initiated to produce H40-star-(PLA-b-PEP-OH). The resulting hyperbranched multiarm copolymers were characterized by 1H, 13C, and 31P NMR, GPC, and FTIR spectra. Benefiting from the amphiphilic structure, H40-star-(PLA-b-PEP-OH) was able to self-assemble into micelles in water with an average diameter of 130 nm. In vitro evaluation of these micelles demonstrated their excellent biocompatibility and efficient cellular uptake by methyl tetrazolium assay, flow cytometry, and confocal laser scanning microscopy measurements. Doxorubicin-loaded micelles were investigated for the proliferation inhibition of a Hela human cervical carcinoma cell line, and the Doxorubicin dose required for 50% cellular growth inhibition was found to be 1 μg/mL. These results indicate that H40-star-(PLA-b-PEP-OH) micelles can be used as safe, promising drug-delivery systems.
Liu, Jinyao,Huang, Wei,Pang, Yan,Zhu, Xinyuan,Zhou, Yongfeng,Yan, Deyue
experimental part
p. 10585 - 10592
(2010/12/24)

THE PREPARTION AND THE USE OF ETHOXY COMBRETASTATINS AND THEIR PRODRUGS
The invention disclosed a total synthesis process of novel ethoxy combretastatins and their prodrugs. Combretastatins are chemically modified by ethoxy substituted on the 4'-position of their B aryl ring and are converted to be their soluble prodrugs of phosphate or their inner salt of phosphorylcholine by modifying the hydroxyl on the 3'-position of their B aryl ring. Similarly, 3'-amino combretastatin is 4'-ethoxy chemically modified and further side chain of amino acid can be introduced to the amino to form soluble prodrug of amino acidamide. The structure of the said compound is showed as formula (I). Ethoxy combretastatins possess potent tubulin polymerization inhibitory activity and can be used for the treatment of inhibiting tumor or neovascular.
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Page/Page column 13

(2009/06/27)

PREPARATION AND THE USE OF ETHOXY COMBRETASTATINS AND THEIR PRODRUGS
The invention disclosed a total synthesis process of novel ethoxy combretastatins and their prodrugs. Combretastatins are chemically modified by ethoxy substituted on the 4′-position of their B aryl ring and are converted to be their soluble prodrugs of phosphate or their inner salt of phosphorylcholine by modifying the hydroxyl on the 3′-position of their B aryl ring. Similarly, 3′-amino combretastatin is 4′-ethoxy chemically modified and further side chain of amino acid can be introduced to the amino to form soluble prodrug of amino acidamide. The structure of the said compound is showed as formula (I). Ethoxy combretastatins possess potent tubulin polymerization inhibitory activity and can be used for the treatment of inhibiting tumor or neovascular.
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Page/Page column 9

(2009/07/17)

Biomimetic Honeycomb-Structured Surfaces Formed from Block Copolymers Incorporating Acryloyl Phosphorylcholine
We report the preparation of biomimetic honeycomb-structured porous films. These regular arrays were obtained by casting block copolymers composed of polystyrene and poly(acryloyl phosphorylcholine), so that they mimicked a cell membrane. The size of the pores and regularity of the hexagonal array is strongly dependent on the block length. The block copolymers were prepared via RAFT (reversible addition fragmentation transfer) polymerization leading to well-defined products with a good control over block sizes.
Stenzel, Martina H.,Davis, Thomas P.
p. 1035 - 1038
(2007/10/03)

Preparation of phospholipid analogues using the phosphoramidite route
The phosphoramidite route has been used to prepare phospholipid analogues possessing biocompatible properties and the monomer 2-(methacryloyIoxy)ethylphosphorylcholine, utilised in the preparation of biocompatible polymers. Modifications to established methodology include, as an alternative to the thermally unstable tetrazole, the use of 4,5-dichloroimidazole as an acid catalyst for preparing phosphite esters from the corresponding phosphoramidites, and the use of trimethylamine N-oxide as oxidant for the conversion of the phosphite esters into the corresponding phosphates. The Royal Society of Chemistry 2000.
Browne, Judith E.,Driver, Michael J.,Russell, Jeremy C.,Sammes, Peter G.
p. 653 - 657
(2007/10/03)

Fumaric acid derivative and polymer therefrom
A polymer obtained by polymerizing a fumaric acid derivative represented by the following general formula (1): STR1 in which R1 represents an alkyl group having 1-6 carbon atoms and A denotes a radical of STR2 in which R2 and R3 represent each an alkyl group having 1-4 carbon atoms and may be identical with or different from each other, R4 denotes an alkyl group having 1-6 carbon atoms or a benzyl group and m and n denote each an integer of 1-6.
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(2008/06/13)

Process for preparing organophosphates useful for increasing the ocular haemo- and biocompatibility of synthetic polymers
STR1 A process for treating suitable synthetic polymers comprising the steps of (a) where appropriate, activating the surface to be treated, and, if necessary, providing spacer groups thereon; and (b) treating the surface with a compound of formula (I), wherein Y' is an alkylene group optionally containing an aryl group, a poly(ethylene glycol) or a glycerol group; R may be the same or different and each is a straight or branched C1-4 alkyl group, n is from 1 to 4 and X is a group which reacts with functional groups of the polymer. Polymeric surfaces and materials thus produced and shaped articles containing such surfaces and materials.
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(2008/06/13)

High yield synthesis of cyclic phosphites, phosphates, sulphites and sulphates of catechol and glycol mediated by hypervalent silicon centres
Room temperature reactions of both tris(catecholato)silicate, M2[Si(o-C6H4O2)3] {M=Na, Et3NH} and glycolato silicate, K2[Si2(O2C2H4)5] with PCl3, POCl3, SOCl2 and SO2Cl2 proceed exothermally and afford easy isolation of the corresponding cyclic derivatives of catechol/glycol (1-8) in high yield, exemplifying the merit of hypervalent silicon centres in synthesis. (Et3NH)2[Si(o-C6H4O2)3] afford near quantitative conversions.
Kingston,Sudheendra Rao
p. 4841 - 4844
(2007/10/03)

A 400- and 600-MHz 1H NMR conformational study on nucleoside cyclic 3',5' P(V)-TBP systems. Conformational transmission induces diequatorial orientation of the 3',5'-dioxaphosphorinane ring in a nonchair conformation
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Broeders,Koole,Buck
p. 7475 - 7482
(2007/10/02)