Novel Process for the Production of Silane-Coupling Agent That Is Used in Energy-Saving Tire - Toward the 5% Reduction of Fuel Efficiency -

新颖%20Process%20for%20the%20Production%20of%20Silane-Coupling%20Agent%20That%20Is%20Used%20in%20Energy-Saving%20Tire%20-%20Toward%20the%205%%20Reduction%20of%20Fuel%20Efficiency%

• 批准号: 11793008
• 负责人: TAKATA Toshikazu
• 金额: $ 2.5万
• 依托单位: Osaka Prefecture University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for University and Society Collaboration
• 财政年份: 1999
• 资助国家: 日本
• 起止时间: 1999 至 2001
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-11793008/
• 关键词: Sodium; Sulfur; Oligosulfide; Silane Coupling Agent; Energy-Saving Tire; Monosulfide; Calsium Sulfide; Control of Sulfur Chain Length; 低燃費タイヤ; カルシウムスルフィド; 金属ナトリウム; 単体硫黄; ナトリウムポリスルフィド; 省エネルギータイヤ; 固体 固体反応; 無水物; 一電子移動; 省エネタイヤ; 製造プロセス; ジメトキ

Using specific ether solvents, successful control of the direct reaction of sodium metal with elemental sulfur was attained. Especially, use of dimethoxyethane gave the best result. In this system, anhydrous sodium oligosulfide in which composition was corresponded to the feed ratio was obtained. Further, the reaction of the oligosulfide with 3-(triethoxysilyl)propyl chloride afforded corresponding silane coupling agent having oligosulfide structure quantitatively. To reveal the distribution of sulfur chain of oligosulfide, the oligosulfide was reacted with alkylation agent such as methyl iodide, butyl bromide, and benzyl chloride as the model reaction. The resulting dialkyloligosulfides were isolated to determine the structure and the distribution of sulfur chains by various spectroscopic analyses. The relationship between the sulfur chain distribution and the physical properties of the rubber was discussed. Further, in comparison of the silane coupling agent obtained in this study with that commercially available, the former is superior to the latter as the additive for the tire thread because thermal crosslinking was suppressed.

利用特定的乙醚溶剂，成功地控制了金属钠与单质硫的直接反应。其中二甲氧基乙烷的使用效果最好。在该体系中，得到了组成与进料比相对应的无水低聚硫化钠。此外，该低聚硫化物与3-(三乙氧基硅基)丙基氯反应，得到了定量具有低聚硫化物结构的硅烷偶联剂。为了揭示低聚硫化物的硫链分布，以低聚硫化物与烷基化试剂如碘甲烷、溴化丁酯和氯化苄烷反应为模型反应。得到的二烷基低聚硫化物被分离出来，通过各种光谱分析确定硫链的结构和分布。讨论了硫链分布与橡胶物理性能的关系。此外，将本研究得到的硅烷偶联剂与市售的硅烷偶联剂进行比较，前者作为轮胎胎圈添加剂的效果优于后者，因为热交联得到了抑制。

项目成果

秋葉光雄, 林 茂吉, 松村 澄子, 高田十志和: "環状ポリスルフィド誘導体による天然ゴムの加硫"日本ゴム協会誌. 74(2). 202-204 (2001)

Mitsuo Akiba、Mokichi Hayashi、Sumiko Matsumura、Toshikazu Takada：“使用环状多硫化物衍生物的天然橡胶的硫化”日本橡胶协会杂志 74(2) (2001)。

M. Akiba: "Vulcanization of Natural Rubber Using Cyclic Polysulfide Derivatives"J. Soc. Rubber Ind., Jpn. 74(2). 202-204 (2001)

M. Akiba：“使用环状多硫化物衍生物的天然橡胶的硫化”J。

S.Matsumura, N.Kihara, T.Takata: "Synthesis of all aromatic poly(thioether-ketone)s,sulfur-containing high performance polymers with high solubility"High Perform.Polym.. 13. S293-S304 (2001)

S.Matsumura、N.Kihara、T.Takata：“全芳香族聚（硫醚酮）、高溶解度含硫高性能聚合物的合成”High Perform.Polym.. 13. S293-S304 (2001)

Yoshio Furusho: "Synthesis of Diarylsulfoximines by the Friedel-Crafts Reaction of Sulfonimidoyl Chlorides"Bull.Chem.Soc.Jpn.. 73[12]. 2827-2828 (2001)

Yoshio Furusho：“通过磺酰亚胺酰氯的傅克反应合成二芳基亚磺酰亚胺”Bull.Chem.Soc.Jpn.. 73[12]。

N. Yamada: "Direct Preparation of Anhydrous Sodium Oligosulfides from Metal Sodium and Elemental Sulfur in Aprotic Organic Media Directed toward Synthesis of Silane Coupling Agent"Chem. Lett.. (in press). (2001)

N. Yamada：“在非质子有机介质中由金属钠和元素硫直接制备无水低聚硫化钠，用于合成硅烷偶联剂”Chem。