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    • 1. 发明授权
    • Isotactic poly(glycidyl nitrate) and synthesis thereof
    • 全同立构聚(硝酸缩水甘油酯)及其合成
    • US5264596A
    • 1993-11-23
    • US928716
    • 1992-08-13
    • Rodney L. WillerAlfred G. SternRobert S. Day
    • Rodney L. WillerAlfred G. SternRobert S. Day
    • C07D303/16C08G65/22C08G65/28C07D303/36C07D301/00C08G65/10
    • C08G65/22C07D303/16
    • Isotactic poly(glycidyl nitrate) useful in solid propellants is produced by polymerizing chiral (R) glycidyl nitrate or its enantiomer, (S) glycidyl nitrate. Chiral (R) glycidyl nitrate or its enantiomer is prepared by sequential treatment of chiral (S) glycidyl tosylate or its enantiomer with nitric acid and sodium hydroxide. Chiral (S) glycidyl tosylate or its enantiomer, (R) glycidyl tosylate, can be produced by Sharpless epoxidation of allyl alcohol or by direct tosylation or commercially available chiral glycidol. Likewise, chiral (R) glycidyl nitrate or its enantiomer, (S) glycidyl nitrate, can be prepared directly via nitration of (S) or (R) glycidol, respectively.
    • 可用于固体推进剂的全同立构聚(缩水甘油硝酸盐)是通过聚合手性(R)缩水甘油硝酸酯或其对映异构体,(S)硝酸缩水甘油酯来制备的。 手性缩水甘油基硝酸酯或其对映异构体通过用硝酸和氢氧化钠顺序处理手性(S)缩水甘油基甲苯磺酸酯或其对映异构体来制备。 手性(S)缩水甘油甲苯磺酸酯或其对映异构体,(R)缩水甘油甲苯磺酸酯可以通过烯丙醇的无稀释环氧化或通过直接甲苯磺酰化或商购手性缩水甘油来制备。 同样地,手性(R)缩水甘油基硝酸酯或其对映体(S)缩水甘油基硝酸酯可以分别通过(S)或(R)缩水甘油的硝化直接制备。
    • 7. 发明授权
    • Synthesis of 2,6,9-tri-substituted-4,8-dinitro-2,6,9-triazabicyclo[3.3.1]nona-3,7-diene intermediates toward the preparation of polyaza-adamantanes
    • 合成2,6,9-三取代-4,8-​​二硝基-2,6,9-三氮杂双环[3.3.1]壬-3,7-二烯中间体制备多金属 - 金刚烷
    • US08853220B1
    • 2014-10-07
    • US12932929
    • 2011-02-25
    • Alfred G. SternCraig J. Diamond
    • Alfred G. SternCraig J. Diamond
    • C07D487/08C07D487/18
    • C07D487/18C07D487/08
    • The present invention relates to methods for synthesizing energetic compounds and intermediates thereof. Specifically, the present invention relates to methods for synthesizing adamantanes and intermediates that are useful in such synthesis. Synthesized intermediates are useful in the synthesis of bicyclic and tricyclic substituted adamantanes. Examples of various intermediates are: acyclic 2-nitromalonaldehyde intermediates, 2,6,9-tri-substituted-4,8-dinitro-2,6,9-triazabicyclo[3.3.1]nona-3,7-dienes and 2,6-dinitro-4,8,9,10-tetra-aza-4,8,9,10-tetra-substituted adamantanes. Intermediates synthesized according to the methods of the present invention are useful toward the synthesis of tetraaza-adamantanes, which can serve as precursors to potentially superior new high-energy-density compounds (HEDCs). The tricyclic intermediate compound has a structure of Formula III: where R is one of a benzyl, 4-methoxybenzyl, acetyl, nitro, formyl, allyl, and a carboethoxyl group.
    • 本发明涉及合成能量化合物的方法及其中间体。 具体地,本发明涉及用于合成金刚烷和中间体的方法。 合成的中间体可用于双环和三环取代的金刚烷的合成。 各种中间体的实例是:无环2-硝基丙醛中间体,2,6,9-三取代-4,8-​​二硝基-2,6,9-三氮杂二环[3.3.1]壬-3,7-二烯和2, 6-二硝基-4,​​8,9,10-四氮杂-4,8,9,10-四取代金刚烷。 根据本发明的方法合成的中间体可用于四氮杂 - 金刚烷的合成,四氮杂金刚烷可以作为潜在优异的新型高能密度化合物(HEDC)的前体。 三环中间体化合物具有式III的结构:其中R是苄基,4-甲氧基苄基,乙酰基,硝基,甲酰基,烯丙基和羰乙氧基之一。
    • 9. 发明授权
    • Polyglycidyl nitrate plasticizers
    • 聚缩水甘油基增塑剂
    • US5380777A
    • 1995-01-10
    • US224098
    • 1994-03-28
    • Rodney WillerAlfred G. SternRobert S. Day
    • Rodney WillerAlfred G. SternRobert S. Day
    • C06B45/10C07C203/04C08G65/22C08G65/26C08G65/325C08G59/14C08K5/32C08L71/02
    • C06B45/105C07C203/04C08G65/22C08G65/26C08G65/325
    • This invention is first, a difunctional poly(glycidyl nitrate) oligomer (PGN oligomer), second, nitrated PGN oligomer and third, the use of the nitrated PGN oligomer as a plasticizer, particularly as a plasticizer for binders used in and/or as energetic formulations. Examples of energetic formulations are propellants, pyrotechnics and explosives and other such compositions. More particularly, this invention is a difunctional poly(glycidyl nitrate) oligomer of the formula ##STR1## where n is 0 to 3, having a M.sub.n of from about 304 to about 994. Another embodiment is the nitrated difunctional poly(glycidyl nitrate) oligomer of the formula ##STR2## where n is 0 to 3, having a M.sub.n of from about 394 to about 1084. This invention also comprises a plasticizer for binder compounds, namely, the nitrated PGN oligomer above; preferably the plasticizer above is used wherein the binder compound is used in energetic formulations; and preferably the binder compound is an energetic compound; more preferably the energetic formulation is selected from the group consisting of propellants, pyrotechnics and explosives.
    • 本发明首先是二官能聚(缩水甘油基硝酸酯)低聚物(PGN低聚物),第二种硝化PGN低聚物,第三种是使用硝化PGN低聚物作为增塑剂,特别是作为用于和/或作为能量的粘合剂的增塑剂 配方。 能量制剂的实例是推进剂,烟火和爆炸物以及其它这样的组合物。 更具体地说,本发明是具有约304至约994的Mn的式“IMAGE”的二官能聚(缩水甘油基硝酸酯)低聚物,其中n为0-3。另一个实施方案是硝化双官能聚(缩水甘油基硝酸酯)低聚物 其中n为0至3,Mn为约394至约1084。本发明还包含用于粘合剂化合物的增塑剂,即上述硝化PGN低聚物; 优选使用上述增塑剂,其中粘合剂化合物用于能量制剂中; 并且优选地,粘合剂化合物是能量化合物; 更优选地,能量制剂选自由推进剂,烟火和炸药组成的组。
    • 10. 发明授权
    • Synthesis of substituted 2-nitromalonaldehyde intermediates toward the preparation of polyaza-adamantanes
    • 取代的2-硝基醛醛中间体合成制备多金属 - 金刚烷
    • US08895736B1
    • 2014-11-25
    • US12932930
    • 2011-02-25
    • Alfred G. SternCraig J. Diamond
    • Alfred G. SternCraig J. Diamond
    • C07D239/06C07D487/08
    • C07D239/06C07C251/08C07D487/08
    • The present invention relates to methods for synthesizing energetic compounds and intermediates thereof. Specifically, the present invention relates to methods for synthesizing adamantanes and intermediates that are useful in such synthesis. Synthesized intermediates are useful in the synthesis of bicyclic and tricyclic substituted adamantanes. Examples of various intermediates are: acyclic 2-nitromalonaldehyde intermediates, 2,6,9-tri-substituted-4,8-dinitro-2,6,9-triazabicyclo[3.3.1]nona-3,7-dienes and 2,6-dinitro-4,8,9,10-tetra-aza-4,8,9,10-tetra-substituted adamantanes. Intermediates synthesized according to the methods of the present invention are useful toward the synthesis of tetraaza-adamantanes, which can serve as precursors to potentially superior new high-energy-density compounds (HEDCs).
    • 本发明涉及合成能量化合物的方法及其中间体。 具体地,本发明涉及用于合成金刚烷和中间体的方法。 合成的中间体可用于双环和三环取代的金刚烷的合成。 各种中间体的实例是:无环2-硝基丙醛中间体,2,6,9-三取代-4,8-​​二硝基-2,6,9-三氮杂二环[3.3.1]壬-3,7-二烯和2, 6-二硝基-4,​​8,9,10-四氮杂-4,8,9,10-四取代金刚烷。 根据本发明的方法合成的中间体可用于四氮杂 - 金刚烷的合成,四氮杂金刚烷可以作为潜在优异的新型高能密度化合物(HEDC)的前体。