2425-41-4Relevant articles and documents
Block copolymer materials from the organocatalytic ring-opening polymerization of a pentaerythritol-derived cyclic carbonate
Brannigan, Ruairi P.,Walder, Anthony,Dove, Andrew P.
, p. 2279 - 2286 (2014)
9-Phenyl-2,4,8,10-tetraoxaspiro[5,5]undecanone (PTO) was synthesized from pentaerythritol via the acid-catalyzed acetal formation reaction with benzaldehyde and subsequent ring closure with ethyl chloroformate. The cyclic carbonate monomer was subsequently polymerized by ring-opening polymerization (ROP) initiated from 1,4-butanediol (1,4-BDO) using the 1-(3,5- bis(trifluoromethyl)phenyl)-3-cyclohexylthiourea and 1,8-diazabicyclo[5.4.0] undec-7-ene dual organocatalytic system. It was found that the organocatalyst allowed for the synthesis of well-defined polymers with minimal adverse side reactions and low dispersities. This system was then employed in the ROP of PTO initiated from an α,ω-dihydroxy poly(caprolactone) (PCL) macroinitiator, with varying molecular weights, to yield a series of A-B-A block copolymers. These materials were characterized by 1H NMR spectroscopy, gel permeation chromatography, differential scanning calorimetry, thermogravimetric analysis and tensile analysis. It was found that the chain extension from PCL with poly(PTO) (PPTO) blocks yielded a thermoplastic material with superior tensile properties (elongation and Young's modulus) to that of the PCL homopolymer. Furthermore, it was noted that the addition of PPTO could be employed to alter the crystallization properties (crystallization temperature (Tc), and percentage crystallization) of the central PCL block.
Synthesis of OH-group-containing, biodegradable polyurethane and protein fixation on its surface
Yang, Lixin,Wei, Jizheng,Yan, Lesan,Huang, Yubin,Jing, Xiabin
, p. 2032 - 2038 (2011)
A series of biodegradable polyurethanes containing free side hydroxyl groups (PUOH) were synthesized successfully in two steps: (1) PLA diol as soft segment, hexamethylene diisocyanate (HDI) as hard segment, and benzalpentaerythritol (BPO) as a chain extender were used to synthesize PUs with protected OH groups; (2) CF3COOH was used as a deprotection agent to remove the benzal groups on PU to prepare PUOH. The properties of PU and PUOH were characterized by Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), differential scanning calorimetry (DSC), water contact angle measurement, and gel permeation chromatography (GPC). The benzal groups were removed completely in 15 min without detrimental effect on PU main chains to obtain PUOHs. 4-Azidobenzoic acid was conjugated to PUOH through its esterification with the free OH groups on PUOH. The results of immunofluorescence assay showed that the phenyl azide groups formed were capable of binding mouse IgG under UV (254 nm) irradiation in 3 min; the bound mouse IgG retained its own biological activity and could further bind the FITC-labeled anti(mouse IgG). Therefore, this material has a potential in immunofluorescence assay and related fields.
Synthesis of biocompatible tadpole-shaped copolymer with one poly(ethylene oxide) (PEO) ring and two poly(ε-caprolactone) (PCL) tails by combination of glaser coupling with ring-opening polymerization
Fan, Xiaoshan,Huang, Bing,Wang, Guowei,Huang, Junlian
, p. 2890 - 2896 (2012)
The biocompatible tadpole-shaped copolymers [cyclic-poly(ethylene oxide) (PEO)]-b-[linear poly(ε-caprolactone) (PCL)]2 [(c-PEO)-b-PCL2] with one PEO ring and two PCL tails were synthesized by combination of glaser coupling with ring-opening polymerization (ROP). First, a linear PEO precursor with two alkyne groups at the chain terminal and two hydroxyl groups at the chain middle was prepared by ROP of EO monomer and the following transformation of functional groups. Then, cyclic PEO with two hydroxyl groups at the same site was obtained by the "Glaser" cyclization. Finally, the hydroxyl groups on cyclic PEO directly initiated the ROP of ε-CL monomer to produce the target copolymers (c-PEO)-b-PCL 2. The target copolymers and intermediates were all well characterized by GPC, MALDI-TOF MS, 1H NMR and FT-IR.
One-Component Multifunctional Sequence-Defined Ionizable Amphiphilic Janus Dendrimer Delivery Systems for mRNA
Atochina-Vasserman, Elena N.,Billingsley, Margaret M.,Huang, Ning,Kim, Kyunghee,Liu, Matthew,Maurya, Devendra S.,Mitchell, Michael J.,Ni, Houping,Ona, Nathan,Percec, Virgil,Pochan, Darrin J.,Shahnawaz, Hamna,Weissman, Drew,Xiao, Qi,Zhang, Dapeng
supporting information, p. 12315 - 12327 (2021/08/20)
Efficient viral or nonviral delivery of nucleic acids is the key step of genetic nanomedicine. Both viral and synthetic vectors have been successfully employed for genetic delivery with recent examples being DNA, adenoviral, and mRNA-based Covid-19 vaccines. Viral vectors can be target specific and very efficient but can also mediate severe immune response, cell toxicity, and mutations. Four-component lipid nanoparticles (LNPs) containing ionizable lipids, phospholipids, cholesterol for mechanical properties, and PEG-conjugated lipid for stability represent the current leading nonviral vectors for mRNA. However, the segregation of the neutral ionizable lipid as droplets in the core of the LNP, the "PEG dilemma", and the stability at only very low temperatures limit their efficiency. Here, we report the development of a one-component multifunctional ionizable amphiphilic Janus dendrimer (IAJD) delivery system for mRNA that exhibits high activity at a low concentration of ionizable amines organized in a sequence-defined arrangement. Six libraries containing 54 sequence-defined IAJDs were synthesized by an accelerated modular-orthogonal methodology and coassembled with mRNA into dendrimersome nanoparticles (DNPs) by a simple injection method rather than by the complex microfluidic technology often used for LNPs. Forty four (81%) showed activity in vitro and 31 (57%) in vivo. Some, exhibiting organ specificity, are stable at 5 °C and demonstrated higher transfection efficiency than positive control experiments in vitro and in vivo. Aside from practical applications, this proof of concept will help elucidate the mechanisms of packaging and release of mRNA from DNPs as a function of ionizable amine concentration, their sequence, and constitutional isomerism of IAJDs.
A compound, said compound and catalyst solid catalyst component
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Paragraph 0059; 0060, (2018/02/04)
The invention discloses a compound with a novel structure. The structure of the compound is represented by formula (I); and in the formula (I), R1 to R4 can be same to or different from each other and are independently selected from substituted or non-substituted C1-C20 alkyl groups, and preferably substituted or non-substituted C1-C10 aliphatic groups, C3-C10 cycloalkyl groups, C6-C20 aryl groups and C7-C20 alkaryl groups, and R3 and R4 can be optionally connected to form a ring. The compound represented by formula (I) can be used as an internal electron donor compound to obtain a catalyst with excellent comprehensive performances. The catalyst can be used in olefin polymerization, especially propylene polymerization to obtain a satisfactory polymerization yield, has good hydrogen sensitivity and high stereospecificity, and is in favor of developing different types of polymers.
A twelve hydroxy-substituted metal phthalocyanine method for the preparation of
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Paragraph 0017-0025, (2017/02/09)
The invention belongs to the technical field of preparation of organic compounds and relates to a preparation method of dodecahydroxyl substituted metal phthalocyanine. A mechanism of the preparation method of dodecahydroxyl substituted metal phthalocyanine is as follows: benzaldehyde is utilized for protecting two hydroxyls in pentaerythritol, and reaction is carried out on nitrophthalonitrile and one hydroxyl of a compound to obtain a phthalocyanine precursor; and cyclization tetramerization is carried out on the phthalocyanine precursor in presence of alkali to obtain metal phthalocyanine with four hydroxyl substituent groups and four acetal substituent groups. Hydroxyl groups are high in polarity and are not applicable to column chromatography separation and purification, and hydroxyl substituent groups at the periphery of a phthalocyanine ring are changed into benzalation, so that column chromatography separation and purification can be carried out; and hydrolysis is carried out after purification, and thus obtaining dodecahydroxyl substituted metal phthalocyanine.
A new having glucoskeleton threotol Pentaphenol alkylalkoxysilane compd. contg., using the same and its intermediate surface modifying agent
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Paragraph 0050-0052, (2018/10/16)
PROBLEM TO BE SOLVED: To provide a novel surface modifier having high solubility to various organic solvents and excellent water repellency and oil repellency without containing a long-chain perfluoroalkyl group which is a problem in terms of environment and to provide an intermediate thereof.SOLUTION: There are provided a compound intermediate represented by the following general formula (1): [HCFCFOCH]C[CHOH](1) (where m is 2 or 3 and n is an integer satisfying 4-m), a fluorine-containing alkoxysilane compound represented by the following general formula (2): [HCFCFOCH]C[CH-X-Y-Si(OR)](2) (where m and n are the same as in general formula (1); X is a linking group representing an intermolecular interaction; Y is an alkylene group having 1 to 12 carbon atoms; and Ris an alkyl group having 1 to 6 carbon atoms) which is derived from the intermediate; and a surface modifier containing the fluorine-containing alkoxysilane compound as a constituent component.
METHOD FOR MANUFACTURING (METH)ACRYLOYL GROUP-CONTAINING POLYOL COMPOUND, (METH)ACRYLOYL GROUP-CONTAINING POLYOL COMPOUND, AND URETHANE (METH)ACRYLATE
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Paragraph 0116-0118, (2017/01/02)
To provide a simple, efficient method for manufacturing a (meth)acryloyl group-containing polyol compound, a (meth)acryloyl group-containing polyol compound produced by the manufacturing method, and an urethane (meth)acrylate produced by using the compound.A method for manufacturing a (meth)acryloyl group-containing polyol compound (x3) includes the steps of producing a hydroxyl group-containing ketal compound (x1) by reacting a polyol compound (A) having at least three hydroxyl groups in the molecular structure with a cyclic ketone compound (B) at the proportion in which the ratio [(OH)/(CO)] of the number of moles of hydroxyl groups (OH) included in the polyol compound (A) to the number of moles of carbonyl groups (CO) included in the cyclic ketone compound (B) falls within the range of 3 to 12 in an organic solvent (S) in the presence of an acid catalyst, producing a (meth)acrylate compound (x2) by (meth)acrylating hydroxyl groups included in the resulting hydroxyl group-containing ketal compound (x1), and hydrolyzing the resulting (meth)acrylate compound (x2).
METHOD FOR MANUFACTURING (METH)ACRYLOYL GROUP-CONTAINING POLYOL COMPOUND, (METH)ACRYLOYL GROUP-CONTAINING POLYOL COMPOUND, AND URETHANE (METH)ACRYLATE
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Paragraph 0074-0075, (2015/01/16)
To provide a simple, efficient method for manufacturing a (meth)acryloyl group-containing polyol compound, a (meth)acryloyl group-containing polyol compound produced by the manufacturing method, and an urethane (meth)acrylate produced by using the compound.A method for manufacturing a (meth)acryloyl group-containing polyol compound (x3) includes the steps of producing a hydroxyl group-containing ketal compound (x1) by reacting a polyol compound (A) having at least three hydroxyl groups in the molecular structure with a cyclic ketone compound (B) at the proportion in which the ratio [(OH)/(CO)] of the number of moles of hydroxyl groups (OH) included in the polyol compound (A) to the number of moles of carbonyl groups (CO) included in the cyclic ketone compound (B) falls within the range of 3 to 12 in an organic solvent (S) in the presence of an acid catalyst, producing a (meth)acrylate compound (x2) by (meth)acrylating hydroxyl groups included in the resulting hydroxyl group-containing ketal compound (x1), and hydrolyzing the resulting (meth)acrylate compound (x2).
MODULAR SYNTHESIS OF AMPHIPHILIC JANUS GLYCODENDRIMERS AND THEIR SELF-ASSEMBLY INTO GLYCODENDRIMERSOMES
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Paragraph 00112, (2014/12/12)
The invention concerns compounds of the formula (I) wherein: Y1 and Y2 are independently a monosaccharide or disaccharide; X1 and X2 are independently -(R9-O)m-, -(R10)P-, -O-(R11-O)q-, -R16-O-R17-O- or a covalent bond; Q1 and Q2 are independently a nitrogen-containing heterocycle moiety; Z1 and Z2 are independently -(O-R7)-, -(O-C(=O)-R8)a-, -O-C(=O)-R12-C(=0)-R13-, -O- C(=O)-R14-C(=O)-R15 or a covalent bond; R7-R17 are each independently C1-C6 alkyl; R1-R6 are each independently a linear or branched alkly group; b, c, d, e, f, and g are 0 or 1, provided b + c + d equals at least 2 and e + f + g equals at least 2; and a, m, p, and q are each an integer from 1-6.
