合成目标产物 Terbutryn 主要起始原料 Terbutylazine And Dimethyl Carbonate
5915-41-3 + 868-84-8 = 886-50-0 反应条件:1.1 Reagents: Potassium Hydroxide,Trioctylmethylammonium Chloride Solvents: Water 标题:A New Application Of S,S-Dialkyl Dithiocarbonates As A Convenient Source For Alkanethiols: Synthesis Of 2,4-Bis(Alkylamino)-6-Alkylthio-S-Triazines 作者:Degani,Iacopo; Fochi,Rita; Regondi,Valeria 参考文献:Chemistry & Industry (London 日期:1986 卷标:(19) 页码:671-2]
专利号:US-5359016-A 优先权日:1993-03-29 标 题 :Process for the synthesis of styrene-isoprene rubber 发明人:HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A 权利人:GOODYEAR TIRE & RUBBER 摘要:The subject invention relates to a technique for synthesizing rubbery copolymers of styrene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire tread rubber compounds. By utilizing these styrene-isoprene rubbers in tire treads, tires having improved wet skid resistance can be built without sacrificing rolling resistance or tread wear characteristics. This invention more specifically discloses a process for the synthesis of styrene-isoprene rubbers which comprises copolymerizing isoprene monomer and styrene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) an alkyl tetrahydrofurfuryl ether modifier, wherein the molar ratio of the modifier to the lithitium initiator is within the range of 2:1 to 40:1. The subject invention further discloses a process for the synthesis of styrene-isoprene rubbers which comprises copolymerizing isoprene monomer and styrene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) 2,2-ditetrahydrofurylpropane as a modifier, wherein the molar ratio of the modifier to the lithium initiator is within the range of 1:1 to 40:1.
专利号:US-5239023-A 优先权日:1990-10-24 标 题 :Process for the synthesis of crystallizable 3,4-polyisoprene and isoprene-butadiene copolymers having high vinyl contents 发明人:HSU WEN-LIANG; HALASA ADEL F 权利人:GOODYEAR TIRE & RUBBER 摘要:Crystallizable 3,4-polyisoprene and isoprene-butadiene copolymers having high vinyl contents can be synthesized in organic solvents to quantitative yields after short polymerization times by utilizing the catalyst systems of this invention. The 3,4-polyisoprene made utilizing this catalyst system is strain crystallizable and can be employed in tire treads which provide improved traction and improved cut growth resistance. This invention specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent at a temperature which is within the range of about -10 DEG C. to about 100 DEG C. in the presence of a catalyst system which is comprised of (a) an organoiron compound which is soluble in the organic solvent, wherein the iron in the organoiron compound is in the +3 oxidation state, (b) a partially hydrolyzed organoaluminum compound which was prepared by adding a protonic compound selected from the group consisting of water, alcohols and carboxylic acids to the organoaluminum compound, and (c) a chelating aromatic amine; wherein the molar ratio of the chelating amine to the organoiron compound is within the range of about 0.1:1 to about 1:1, wherein the molar ratio of the organoaluminum compound to the organoiron compound is within the range of about 5:1 to about 200:1, and wherein the molar ratio of the protonic compound to the organoaluminum compound is within the range of about 0.001:1 to about 0.2:1.
专利号:US-5061765-A 优先权日:1990-10-22 标题:Process for the synthesis of a high vinyl isoprene-butadiene copolymer 发明人:HSU WEN-LIANG; HALASA ADEL F 权利人:GOODYEAR TIRE & RUBBER 摘要:Isoprene-butadiene copolymers having high vinyl contents can be synthesized in organic solvents to high yields after short polymerization times by utilizing the process of this invention. The isoprene-butadiene copolymers made utilizing the process of this invention have a glass transition temperature which is within the range of about 0° C. to about -60° C. and can be employed in tire treads which provide improved traction and improved cut growth resistance. This invention specifically discloses a process for the synthesis of isoprene-butadiene copolymers having a high vinyl content which comprises copolymerizing isoprene monomer and butadiene monomer in an organic solvent at a temperature which is within the range of about -10° C. to about 100° C. in the presence of a catalyst system which is comprised of (a) an organoiron compound, (b) an organoaluminum compound, (c) a chelating aromatic amine, and (d) a protonic compound; wherein the molar ratio of the chelating amine to the organoiron compound is within the range of about 0.1:1 to about 1:1, wherein the molar ratio of the organoaluminum compound to the organoiron compound is within the range of about 5:1 to about 200:1, and wherein the molar ratio of the protonic compound to the organoaluminum compound is within the range of about 0.001:1 to about 0.2:1.
专利号:US-5336739-A 优先权日:1992-04-06 标题:Alkyl tetrahydrofurfuryl ethers as anionic polymerization modifier in the synthesis of rubbery polymer 发明人:HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A 权利人:GOODYEAR TIRE & RUBBER 摘要:It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) a modifier which is an alkyltetrahydrofurfuryl ether selected from the group consisting of ethyltetrahydrofurfuryl ether, propyltetrahydrofurfuryl ether, and butyltetrahydrofurfuryl ether. In the practice of this invention, the utilization of ethyltetrahydrofurfuryl ether is highly preferred since its use results in faster polymerization rates and higher vinyl contents in the resultant polymer.
专利号:US-5448003-A 优先权日:1992-04-06 标题:Synthesis of rubbery polymer using anionic polymerization modifier 发明人:HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A 权利人:GOODYEAR TIRE & RUBBER 摘要:It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) an alkyltetrahydrofurfuryl ether modifier, wherein the alkyl group in the alkyltetrahydrofurfuryl ether modifier contains from 6 to about 10 carbon atoms. In the practice of this invention, the utilization of alkyltetrahydrofurfuryl ethers having alkyl groups which contain from 6 to 10 carbon atoms, such as hexyltetrahydrofurfuryl ether, is highly preferred since their use does not results in the creation of odor problems.
专利号:US-4965327-A 优先权日:1989-10-23 标 题:Synthesis of polydiene rubber by high solids solution polymerization 发明人:STACHOWIAK ROBERT W; PUCCIO ANTHONY J; EBERHART THOMAS J 权利人:GOODYEAR TIRE & RUBBER 摘要:Synthetic elastomers are typically made commercially by employing emulsion polymerization or solution polymerization techniques. In such solution polymerization techniques, it is desirable to operate at the highest solids content which is practical. As a general rule, it is not practical to prepare such rubbers by solution polymerization at solids contents of higher than about 20 percent. However, the subject invention reveals a technique for preparing such rubbers by high solids solution polymerization at extremely high solids contents. This technique offers substantial advantages associated with eliminating large quantities of organic solvents. The subject invention more specifically relates to a process for the synthesis of polyidene rubber by continuous high solids polymerization which comprises: (1) continuously charging at least one diene monomer, at least one organolithium compound, and from about 4 to about 50 phm of at least one organic solvent into a reaction zone; (2) allowing the monomers to polymerize to a conversion of at least about 90% while utilizing conditions under which there is sufficient evaporative cooling in said reaction zone to maintain a temperature within the range of about 10° C. to about 150° C.; and (3) continuously withdrawing said polydiene rubber from the reaction zone.
1: Luft A, Wagner M, Ternes TA. Transformation of biocides irgarol and terbutryn in the biological wastewater treatment. Environ Sci Technol. 2014;48(1):244-54. doi: 10.1021/es403531d. Epub 2013 Dec 12. doi: 10.1021/acs.est.5b05825. Epub 2016 Mar 30. doi: 10.1111/php.12511. Epub 2015 Sep 25. doi: 10.1016/j.talanta.2011.12.033. Epub 2011 Dec 19. doi: 10.1016/j.ecoenv.2009.10.005. Epub 2009 Nov 10. Epub 2007 Oct 24. Epub 2006 Sep 25. doi: 10.1007/s11356-009-0169-6. Epub 2009 May 22. doi: 10.1074/jbc.M110.215970. Epub 2011 Mar 2. 14: Muir DC, Yarechewski AL. Degradation of terbutryn in sediments and water under various redox conditions. J Environ Sci Health B. 1982;17(4):363-80. doi: 10.1021/jf802528a. doi: 10.1016/j.jenvman.2013.05.050. Epub 2013 Jun 19. doi: 10.2116/analsci.32.313.
合成参考文献
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