双-[3-(三乙氧基硅)丙基]-二硫化物 | 56706-10-6

• 物质功能分类: 化学试剂 - 硅烷试剂
• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 双-[3-(三乙氧基硅)丙基]-二硫化物
• 中文别名: 双-[Γ-(三乙氧基硅)丙基]-二硫化物；双-[γ-(三乙氧基硅)丙基]-二硫化物(Si75)；双[-3-(三乙氧基硅基)丙基]二硫化物；硅烷偶联剂SG-SI996；Si-75固体料；双-(3-三乙氧基硅烷丙基)-二硫化物；二(三乙氧基甲硅烷基丙基)二硫化；双-[γ-(三乙氧基硅)丙基]-二硫化物；Si-75
• 英文名称: 4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
• 英文别名: bis(triethoxysilylpropyl)disulfane；triethoxy-[3-(3-triethoxysilylpropyldisulfanyl)propyl]silane
• CAS: 56706-10-6
• 化学式: C₁₈H₄₂O₆S₂Si₂
• mdl: MFCD05663903
• 分子量: 474.831
• InChiKey: FBBATURSCRIBHN-UHFFFAOYSA-N

物化性质

• 熔点：
  °C
• 沸点：
  250
• 密度：
  1.03
• 闪点：
  75°C
• LogP：
  -3-5.2 at 20℃
• 物理描述：
  Liquid; WetSolid, Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  28
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• TSCA：
  Yes
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2~8℃密封保存

制备方法与用途

用途

适用于以白炭黑或硅酸盐等为补强剂的硫化橡胶体系。这是一种已经在橡胶工业中成功应用的多官能团有机硅偶联剂。其主要作用在于提高橡胶的弹性模量和抗拉强度，显著改善橡胶的耐磨性能和压缩性能，同时降低橡胶粘度，节约加工能耗。该产品特别适用于含双键聚合物或其共混物中的配方，尤其是那些采用含有羟基填料（如白炭黑、硅酸盐等）的天然橡胶(NR)、丁苯橡胶(SBR)、异戊二烯橡胶(IR)、丁二烯橡胶(BR)、丁腈橡胶(NBR)和三元乙丙橡胶(EPDM)。与40372-72-3相比，由于本品具有较低活性的二硫烷官能团，因此可以提供更可靠的焦烧安全性。

反应信息

• 作为反应物：
  描述：

  双-[3-(三乙氧基硅)丙基]-二硫化物 在 T-8027 (52percent Ni, doped with 2.4percent zirconium) 氢气 作用下， 以 乙醇 为溶剂， 161.0~167.0 ℃ 、5.0 MPa 条件下， 反应 2.32h， 生成 3-巯丙基三乙氧基硅烷
  参考文献：
  名称：

  Process for preparing mercaptoorganyl (alkoxysilanes)

  摘要：

  本发明涉及一种制备巯基有机硅烷（烷氧基硅烷）的方法，通过在至少一种醇和掺杂金属催化剂存在下，将双（烷氧基硅基烷基）多硫醚与氢气加氢。掺杂金属催化剂包括来自铁、铁化合物、镍、镍化合物、钯、钯化合物、锇、锇化合物、钌、钌化合物、铑、铑化合物、铱和铱化合物组成的至少一种物质，以及至少一种掺杂组分。

  公开号：

  US20060252952A1
• 作为产物：
  描述：

  3-巯丙基三乙氧基硅烷 在 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 双-[3-(三乙氧基硅)丙基]-二硫化物
  参考文献：
  名称：

  Sulfur-Modified SBA-15 Supported Amorphous Palladium with Superior Catalytic Performance for Aerobic Oxidation of Alcohols

  摘要：

  A series of sulfur-modified SBA-15 supported amorphous palladium catalysts are prepared, and the effects of preparation parameters on the aerobic oxidation of benzyl alcohol are systematically investigated. The optimal catalyst exhibits remarkably enhanced catalytic activity (conversion 100 % and selectivity 99 %) and could be separated conveniently. The catalysts are characterized by X-ray diffraction patterns, BET, ICP, X-ray photoelectron spectroscopy, CO chemisorption and transmitting electron microscopy, and the results show that disulfur bond framework in the optimal catalyst act as both a stable linker and a good chelator for Pd species. Pd2+ is reduced to Pd-0 with the increasement of the carbon chain lengths between sulfur bonds, which is the cause of deactivation. The mechanism is that a base abstracts a proton from the coordinated alcohol to form a Pd alcoholate species that subsequently undergo beta-hydride elimination to give benzyl aldehyde, which is confirmed by the catalytic and characteristic results.

  DOI：

  10.1007/s10562-013-1184-2
• 作为试剂：
  描述：

  硅酸四乙酯 在 三乙醇胺 、 双-[3-(三乙氧基硅)丙基]-二硫化物 、 十六烷基三甲基氯化铵 作用下， 以 水 为溶剂， 生成 silica
  参考文献：
  名称：

  Rapidly Blocking the Calcium Overload/ROS Production Feedback Loop to Alleviate Acute Kidney Injury via Microenvironment‐Responsive BAPTA‐AM/BAC Co‐Delivery Nanosystem

  摘要：

  Calcium overload and ROS overproduction, two major triggers of acute kidney injury (AKI), are self‐amplifying and mutually reinforcing, forming a complicated cascading feedback loop that induces kidney cell “suicide” and ultimately renal failure. There are currently no clinically effective drugs for the treatment of AKI, excluding adjuvant therapy. In this study, a porous silicon‐based nanocarrier rich in disulfide bond skeleton (<50 nm) is developed that enables efficient co‐loading of the hydrophilic drug borane amino complex and the hydrophobic drug BAPTA‐AM, with its outer layer sealed by the renal tubule‐targeting peptide PEG‐LTH. Once targeted to the kidney injured site, the nanocarrier structure collapses in the high glutathione environment of the early stage of AKI, releasing the drugs. Under the action of the slightly acidic inflammatory environment and intracellular esterase, the released drugs produce hydrogen and BAPTA, which can rapidly eliminate the excess ROS and overloaded Ca²⁺, blocking endoplasmic reticulum/mitochondrial apoptosis pathway (ATF4‐CHOP‐Bax axis, Casp‐12‐Casp‐3 axis, Cyt‐C‐Casp‐3 axis) and inflammatory pathway (TNF‐α‐NF‐κB axis) from the source, thus rescuing the renal cells in the “critical survival” state and further restoring the kidney function. Overall, this nanoparticle shows substantial clinical promise as a potential therapeutic strategy for I/R injury‐related diseases.

  DOI：

  10.1002/smll.202206936

文献信息

• [EN] PROCESS FOR CLEAVING SULFUR-SULFUR AND SULFUR-HYDROGEN BONDS IN ORGANIC COMPOUNDS<br/>[FR] PROCÉDÉ DE CLIVAGE DE LIAISONS SOUFRE-SOUFRE ET SOUFRE-HYDROGÈNE DANS DES COMPOSÉS ORGANIQUES
  申请人：UNIV MCMASTER

  公开号：WO2020198886A1

  公开（公告）日：2020-10-08

  The present application provides a low-temperature process to reduce S-S and/or S-H bonds in organic compounds, including sulfur-cured elastomers, which for example, permits the de-crosslinking of the elastomer and recovery of organic polymers from inorganic constituents.

  本申请提供了一种低温工艺，用于减少有机化合物中的S-S和/或S-H键，包括硫固化弹性体，例如，允许弹性体的解交联和从无机成分中回收有机聚合物。
• Process for the manufacture of blocked mercaptosilanes
  申请人：General Electric Company

  公开号：US06777569B1

  公开（公告）日：2004-08-17

  A process for the manufacture of a blocked mercaptosilane comprising: reacting at least one polysulfane-containing organosilicon compound of the general formula: (R13SiG)2Sn (a) in which each R1 is independently methoxy, ethoxy or alkyl of from 1 to about 6 carbon atoms, provided, that at least one R1 group is methoxy or ethoxy, G is an alkylene group of from 1 to about 12 carbon atoms and n is from 2 to about 8, with at least one alkali metal, alkaline earth metal or a basic derivative of an alkali metal or alkaline earth metal to provide the corresponding metal salt of the polysulfane-containing organosilicon compound and; (b) reacting the metal salt of the polysulfane-containing organosilicon compound with an acyl halide or carbonyl dihalide to provide a blocked mercaptosilane.

  制备阻塞巯基硅烷的方法包括：与至少一种多硫醚含有机硅化合物反应，其一般式为：(R13SiG)2Sn(a)，其中每个R1独立地是甲氧基、乙氧基或含有1至约6个碳原子的烷基，但至少一个R1基团是甲氧基或乙氧基，G是含有1至约12个碳原子的烷基，n为2至约8，以及至少一种碱金属、碱土金属或碱金属或碱土金属的碱性衍生物反应，以提供多硫醚含有机硅化合物的相应金属盐；(b)将多硫醚含有机硅化合物的金属盐与酰卤或羰基二卤化物反应，以提供阻塞巯基硅烷。
• A mild, general, and metal-free method for site-specific deuteration induced by visible light using D₂O as the source of deuterium atoms
  作者：Shuai Shi、Ruining Li、Liangming Rao、Zhankui Sun

  DOI：10.1039/c9gc04096j

  日期：——

  Visible light induced desulfurization–deuteration method was developed using D₂O as the source of deuterium atoms. This radical approach features mild conditions, broad substrate scope, highly efficient D-incorporation and excellent functional group compatibility.

  开发了一种可见光诱导的脱硫-氘化方法，使用D₂O作为氘原子的来源。这种基于自由基的方法具有温和的条件、广泛的底物范围、高效的氘掺入和优秀的官能团兼容性。
• [EN] METHOD FOR THE MANUFACTURE OF ALKOXYSILYL-CONTAINING THIOCARBOXYLIC ACID ESTERS<br/>[FR] PROCÉDÉ DE FABRICATION D'ESTERS D'ACIDE THIOCARBOXYLIQUE CONTENANT DE L'ALKOXYSILYLE
  申请人：MOMENTIVE PERFORMANCE MAT INC

  公开号：WO2020223068A1

  公开（公告）日：2020-11-05

  There is provided herein a method for the manufacture of alkoxysilyl-containing thiocarboxylic acid ester which comprises reacting a thioester with a mercapto-functional alkoxy silane and/or an alkali metal salt, an alkaline earth metal salt, a trisubstituted ammonium salt of an alkoxysilyl-functional thiolate which uses economical and readily available reagents, avoids the use of phosgene or thionyl chloride reagents and produces byproducts that may be recycled.

  本文提供了一种制备含烷氧硅基硫代羧酸酯的方法，包括将硫酯与巯基功能烷氧硅烷和/或碱金属盐、碱土金属盐、烷氧硅基硫醇酸三取代铵盐反应，使用经济实惠且易得的试剂，避免使用光气或氯化硫酰试剂，并产生可循环利用的副产物。
• Direct Preparation of Anhydrous Sodium Oligosulfides from Metal Sodium and Elemental Sulfur in Aprotic Organic Media Directed toward Synthesis of Silane Coupling Agent
  作者：Nobuo Yamada、Mutsuhisa Furukawa、Masayuki Nishi、Toshikazu Takata

  DOI：10.1246/cl.2002.454

  日期：2002.4

  Anhydrous sodium oligosulfide was prepared by the heterogeneous reaction of metal sodium and elemental sulfur in aprotic solvents. The oligosulfide consisted of a mixture of several Na2Sn (n=2-8). Organic oligosulfides (R2Sn, n≥2) including moisture-sensitive one were synthesized by the reaction with organic halides in high yeilds under mild conditions.

  通过金属钠和元素硫在非质子溶剂中的多相反应制备无水低聚硫化钠。低聚硫化物由几种 Na2Sn (n=2-8) 的混合物组成。通过与有机卤化物在温和条件下以高产率反应合成了有机低硫化物（R2Sn，n≥2），包括对湿气敏感的低硫化物。