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公开(公告)号：US5489700A
公开(公告)日：1996-02-06
申请号：US469329
申请日：1995-06-05
IPC分类号： C07D305/06 , C08G65/22 , C07D305/00
CPC分类号： C08G65/22 , C07D305/06
摘要： 3-Azidomethyl-3-nitratomethyloxetane, a novel oxetane compound, is used as a monomer for the formation of homopolymers and copolymers with other known energetic oxetane monomers. The polyethers of the present invention can be subsequently cured to form elastomers suitable for use as energetic binders in propellant formulations or the like.
摘要翻译： 3-叠氮基甲基-3-硝基甲基氧杂环丁烷是新型的氧杂环丁烷化合物，用作与其它已知的能量大的氧杂环丁烷单体形成均聚物和共聚物的单体。 本发明的聚醚可随后固化以形成适合用作推进剂配方等中的高能粘合剂的弹性体。
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2.发明授权Polymerization of energetic, cyclic ether monomers using boron trifluoride tetrahydrofuranate 失效使用三氟化硼四氢化物聚合能量较高的环醚单体
公开(公告)号：US5468841A
公开(公告)日：1995-11-21
申请号：US226919
申请日：1994-04-13
IPC分类号： C08G65/22
CPC分类号： C08G65/22
摘要： The present invention provides an improved method of carrying out cationic polymerization of cyclic ether monomers substituted with high-energy, electron-withdrawing pendant groups (e.g., BAMO and NMMO). Such cyclic ether monomers are polymerized with an initiator precursor (i.e., an alcohol) and boron trifluoride tetrahydrofuranate (BF.sub.3 .cndot.THF). It has been discovered that when boron trifluoride tetrahydrofuranate is used as a catalyst in the cationic polymerization of cyclic ether monomers substituted with high-energy, electron-withdrawing pendant groups (e.g., BAMO and NMMO), polymers are produced that have improved functionality and low poly-dispersity. The polymers formed using the method of the present invention are useful for forming cross-linked elastomers which, in turn, are useful for forming elastomeric binders for high-energy compositions, such as propellants, explosives, gasifiers or the like.
摘要翻译： 本发明提供了用高能吸电子侧基（例如BAMO和NMMO）取代的环醚单体进行阳离子聚合的改进方法。 这种环醚单体与引发剂前体（即醇）和三氟化硼四氢硼酸酯（BF 3，THF）聚合。 已经发现，当用高能吸电子侧基（例如BAMO和NMMO）取代的环醚单体的阳离子聚合中使用四氟化硼作为催化剂时，产生具有改进的官能度和低的聚合物 多分散性 使用本发明的方法形成的聚合物可用于形成交联的弹性体，其又可用于形成用于高能组合物的弹性体粘合剂，例如推进剂，爆炸物，气化器等。
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3.发明授权Preparation and polymerization of initiators containing multiple oxetane rings: new routes to star polymers 失效含有多个氧杂环丁烷环的引发剂的制备和聚合：新的星形聚合物途径
公开(公告)号：US5663289A
公开(公告)日：1997-09-02
申请号：US330480
申请日：1994-10-28
CPC分类号： C08G65/12 , C07D305/06 , C08G65/18 , C08G65/22 , C08G65/2645
摘要： This invention relates to novel multifunctional oxetanes, i.e., compounds having multiple oxetane groups, which are useful as initiators in the preparation of star polymers and polymer cascades containing energetic groups. In addition, this invention relates to a process for the preparation of star polymers and polymer cascades, whereby novel multifunctional oxetanes act as initiators in the formation of theses polymers. The reaction of these initiators with various propagating, high-energy oxetanes, such as 3,3-bis-(azidomethyl)oxetane (BAMO) and 3-nitratomethyl-3-methyloxetane (NMMO), gives star polymers with varying molecular weights and functionalities. The star polymers and polymer cascades of the present invention are useful as binders in high-energy formulations.
摘要翻译： 本发明涉及新的多官能氧杂环丁烷，即具有多个氧杂环丁烷基团的化合物，其可用作制备包含能量基团的星形聚合物和聚合物级联的引发剂。 此外，本发明涉及一种制备星形聚合物和聚合物级联的方法，由此新颖的多官能氧杂环丁烷在形成这些聚合物时用作引发剂。 这些引发剂与各种繁殖的高能氧杂环丁烷如3,3-双（叠氮甲基）氧杂环丁烷（BAMO）和3-硝基甲基-3-甲基氧杂环丁烷（NMMO）的反应得到具有不同分子量和官能度的星形聚合物 。 本发明的星形聚合物和聚合物级联可用作高能量制剂中的粘合剂。
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4.发明授权
公开(公告)号：US5463019A
公开(公告)日：1995-10-31
申请号：US377572
申请日：1995-01-23
IPC分类号： C07D305/06 , C08G65/22 , C07C43/10
CPC分类号： C08G65/22 , C07D305/06
摘要： 3-Azidomethyl-3-nitratomethyloxetane, a novel oxetane compound, is used as a monomer for the formation of homopolymers and copolymers with other known energetic oxetane monomers. The polyethers of the present invention can be subsequently cured to form elastomers suitable for use as energetic binders in propellant formulations or the like.
摘要翻译： 3-叠氮基甲基-3-硝基甲基氧杂环丁烷是新型的氧杂环丁烷化合物，用作与其它已知的能量大的氧杂环丁烷单体形成均聚物和共聚物的单体。 本发明的聚醚可随后固化以形成适合用作推进剂配方等中的高能粘合剂的弹性体。
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公开(公告)号：US5650483A
公开(公告)日：1997-07-22
申请号：US539555
申请日：1995-10-05
IPC分类号： C07B61/00 , C07D305/06 , C08G18/10 , C08G18/50 , C08G18/66 , C08G65/00 , C08G65/18 , C08G65/20 , C08G65/22 , C09D175/06 , C07C43/12
CPC分类号： C08G65/226 , C07D305/06 , C08G18/10 , C08G18/5015 , C08G18/6677 , C08G65/00 , C08G65/18 , C08G65/20
摘要： This application is directed to novel fluorinated polymers and prepolymers derived from mono-substituted oxetane monomers having fluorinated alkoxymethylene side-chains and the method of making these compositions. The mono-substituted fluorinated oxetane monomers having fluorinated alkoxymethylene side-chains are prepared in high yield by the reaction of a fluorinated alkoxides with either 3-halomethyl-3-methyloxetane premonomers or aryl sulfonate derivative of 3-hydroxymethyl-3-methyloxetane premonomers. Preparation of a mono-substituted 3-bromomethyl-3 -methyloxetane premonomer via a simple, high yield process amenable to commercial scaleup is also disclosed. The fluorinated oxetane monomers of this invention can be readily homo/co-polymerized in the presence of a Lewis acid and polyhydroxy compounds to obtain hydroxy-terminated polyether prepolymers having fluorinated alkoxymethylene side chains. Additionally, the fluorinated oxetane monomers can be copolymerized with non-fluorinated monomers such as tetrahydrofuran to give polyether prepolymers with improved hydrocarbon compatibility. These prepolymers are polydisperse and exhibit number average molecular weights from 5,000 to about 50,000. These prepolymers are amorphous oils with primary hydroxy end-groups and thus function efficiently as the soft block for the synthesis of a variety of thermoset/thermoplastic elastomers and plastics having the characteristics of very low surface energy, high hydrophobicity, low glass transition temperature and low. coefficient of friction. The polyurethanes derived from the prepolymers of this invention are elastomeric and, in addition to the above characteristics, exhibit high moisture resistance, high tear strength and excellent adhesion to a variety of substrates.
摘要翻译： 本申请涉及由具有氟化烷氧基亚甲基侧链的单取代的氧杂环丁烷单体衍生的新的氟化聚合物和预聚物以及制备这些组合物的方法。 具有氟化烷氧基亚甲基侧链的单取代氟化氧杂环丁烷单体通过氟化烷氧化物与3-卤代甲基-3-甲基氧杂环丁烷预先单体或3-羟甲基-3-甲基氧杂环丁烷预先单体的芳基磺酸酯衍生物的反应以高收率制备。 还公开了通过简单的高产率工艺制备单取代的3-溴甲基-3-甲基环氧乙烷预先单体以商业化的方法。 本发明的氟化氧杂环丁烷单体可以在路易斯酸和多羟基化合物的存在下容易地均相/共聚，得到具有氟化烷氧基亚甲基侧链的羟基封端的聚醚预聚物。 此外，氟化氧杂环丁烷单体可以与非氟化单体如四氢呋喃共聚，得到具有改进的烃相容性的聚醚预聚物。 这些预聚物是多分散体，其数均分子量为5,000至约50,000。 这些预聚物是具有主要羟基端基的无定形油，因此作为用于合成各种具有非常低的表面能，高疏水性，低玻璃化转变温度和低的特性的各种热固性/热塑性弹性体和塑料的软块有效地起作用 。 摩擦系数。 衍生自本发明的预聚物的聚氨酯是弹性体的，并且除了上述特征之外，还显示出高耐湿性，高撕裂强度和对各种基材的优异粘合性。
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公开(公告)号：US5523424A
公开(公告)日：1996-06-04
申请号：US334708
申请日：1994-11-04
IPC分类号： C07D305/06 , C07D305/00
CPC分类号： C07D305/06
摘要： This invention relates to a process for the preparation of mono- and bis(azidomethyl)oxetanes. These compounds are prepared by combining a mono- or bis-X-oxetane (wherein X is, for example, a tosylate, mesylate, halogen, etc.) with an aqueous solution of a metallic azide and a phase transfer catalyst. Mono- and bis(azidomethyl)oxetanes can be polymerized to form homopolymers and copolymers with load bearing polyether backbones and highly energetic pendant groups. Such homopolymers and copolymers of the present invention are useful as energetic binders in high-energy formulations, such as propellants, explosives, and gasifiers.
摘要翻译： 本发明涉及制备单和双（叠氮甲基）氧杂环丁烷的方法。 这些化合物通过将金属叠氮化物和相转移催化剂的水溶液与单 - 或双-X-氧杂环丁烷（其中X为例如甲苯磺酸酯，甲磺酸酯，卤素等）组合而制备。 单 - 和双（叠氮甲基）氧杂环丁烷可以聚合形成均聚物和共聚物，其中带负载聚醚主链和高能量侧基。 本发明的这种均聚物和共聚物可用作高能配方中的能量粘合剂，例如推进剂，爆炸物和气化器。
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7.发明授权Preparation and polymerization of initiators containing multiple oxetane rings: new routes to star polymers 失效含有多个氧杂环丁烷环的引发剂的制备和聚合：新的星形聚合物途径
公开(公告)号：US5362848A
公开(公告)日：1994-11-08
申请号：US989401
申请日：1992-12-11
CPC分类号： C08G65/12 , C07D305/06 , C08G65/18 , C08G65/22 , C08G65/2645
摘要： This invention relates to novel multifunctional oxetanes, i.e., compounds having multiple oxetane groups, which are useful as initiators in the preparation of star polymers and polymer cascades containing energetic groups. In addition, this invention relates to a process for the preparation of star polymers and polymer cascades, whereby novel multifunctional oxetanes act as initiators in the formation of theses polymers. The reaction of these initiators with various propagating, high-energy oxetanes, such as 3,3-bis-(azidomethyl)oxetane (BAMO) and 3-nitratomethyl-3-methyloxetane (NMMO), gives star polymers with varying molecular weights and functionalities. The star polymers and polymer cascades of the present invention are useful as binders in high-energy formulations.
摘要翻译： 本发明涉及新的多官能氧杂环丁烷，即具有多个氧杂环丁烷基团的化合物，其可用作制备包含能量基团的星形聚合物和聚合物级联的引发剂。 此外，本发明涉及一种制备星形聚合物和聚合物级联的方法，由此新颖的多官能氧杂环丁烷在形成这些聚合物时用作引发剂。 这些引发剂与各种繁殖的高能氧杂环丁烷如3,3-双（叠氮甲基）氧杂环丁烷（BAMO）和3-硝基甲基-3-甲基氧杂环丁烷（NMMO）的反应得到具有不同分子量和官能度的星形聚合物 。 本发明的星形聚合物和聚合物级联可用作高能量制剂中的粘合剂。
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8.发明授权Polyfluorinated, branched-chain diols and diisocyanantes and fluorinated polyurethanes prepared therefrom 失效由其制备的多氟，支链二醇和二异氰酸酯和氟化聚氨酯
公开(公告)号：US5204441A
公开(公告)日：1993-04-20
申请号：US491972
申请日：1990-03-12
申请人： Kurt Baum , Thomas G. Archibald , Aslam A. Malik
发明人： Kurt Baum , Thomas G. Archibald , Aslam A. Malik
IPC分类号： C07C19/16 , C07C31/42 , C07C211/15 , C07C265/04 , C08G18/38 , C08G18/77
CPC分类号： C07C31/42 , C07C19/16 , C07C211/15 , C07C265/04 , C08G18/3812 , C08G18/773
摘要： Branched-chain diols and a method of forming them by reacting 1,4-diiodoperfluorobutane and perfluoropropylene to obtain branched-chain diiodide adducts thereof, reacting the diiodide adducts with ethylene to obtain I--CH.sub.2 CH.sub.2 --R--CH.sub.2 CH.sub.2 --I, wherein R is a branched-chain perfluoroalkyl radical, and hydrolysing the iodo groups to alcohols to obtain HO--CH.sub.2 CH.sub.2 --R--CH.sub.2 CH.sub.2 --OH. These diols can be reacted with branched-chain diisocyanates to form polyurethanes of better processability and lower glass transition temperatures than polyurethanes prepared from linear fluorinated monomers.
摘要翻译： 支链二醇和通过1,4-二碘全氟丁烷和全氟丙烯反应形成它们的方法，得到其支链二碘化物加合物，使二碘化物加合物与乙烯反应，得到I-CH 2 CH 2 -R-CH 2 CH 2 -I，其中R为 支链全氟烷基，并将碘基水解成醇，得到HO-CH 2 CH 2 -R-CH 2 CH 2 -OH。 这些二醇可以与支链二异氰酸酯反应形成与由线性氟化单体制备的聚氨酯相比具有更好加工性和较低玻璃化转变温度的聚氨酯。
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9.发明授权Fluorinated thermoset polyurethane elastomers prepared from polyether prepolymers formed from mono-substituted fluorinated oxetane monomers 有权由由单取代的氟代氧杂环丁烷单体形成的聚醚预聚物制备的氟化热固性聚氨酯弹性体公开(公告)号：US07354985B2
公开(公告)日：2008-04-08
申请号：US10678663
申请日：2003-10-03
IPC分类号： C08G18/28 , C07D305/00
CPC分类号： C08G65/226 , C07D305/06 , C08G18/10 , C08G18/5015 , C08G18/6677 , C08G65/00 , C08G65/18 , C08G65/20 , C08G18/32
摘要： This application is directed to novel fluorinated polymers and prepolymers derived from mono-substituted oxetane monomers having fluorinated alkoxymethylene side-chains and the method of making these compositions. The mono-substituted fluorinated oxetane monomers having fluorinated alkoxymethylene side-chains are prepared in high yield by the reaction of a fluorinated alkoxides with either 3-halomethyl-3-methyloxetane premonomers or aryl sulfonate derivative of 3-hydroxymethyl-3-methyloxetane premonomers. Preparation of a mono-substituted 3-bromomethyl-3-methyloxetane premonomer via a simple, high yield process amenable to commercial scaleup is also disclosed. The fluorinated oxetane monomers of this invention can be readily homo/co-polymerized in the presence of a Lewis acid and polyhydroxy compounds to obtain hydroxy-terminated polyether prepolymers having fluorinated alkoxymethylene side chains. Additionally, the fluorinated oxetane monomers can be copolymerized with non-fluorinated monomers such as tetrahydrofuran to give polyether prepolymers with improved hydrocarbon compatibility. These prepolymers are polydisperse and exhibit number average molecular weights from 5,000 to about 50,000. These prepolymers are amorphous oils with primary hydroxy end-groups and thus function efficiently as the soft block for the synthesis of a variety of thermoset/thermoplastic elastomers and plastics having the characteristics of very low surface energy, high hydrophobicity, low glasss transition temperature and low coefficient of friction. The polyurethanes derived from the prepolymers of this invention are elastomeric and, in addition to the above characteristics, exhibit high moisture resistance, high tear strength and excellent adhesion to a variety of substrates.
摘要翻译： 本申请涉及由具有氟化烷氧基亚甲基侧链的单取代的氧杂环丁烷单体衍生的新的氟化聚合物和预聚物以及制备这些组合物的方法。 具有氟化烷氧基亚甲基侧链的单取代氟化氧杂环丁烷单体通过氟化烷氧化物与3-卤代甲基-3-甲基氧杂环丁烷预先单体或3-羟甲基-3-甲基氧杂环丁烷预先单体的芳基磺酸酯衍生物的反应以高收率制备。 还公开了通过易于商业化的简单高产率工艺制备单取代的3-溴甲基-3-甲基环氧乙烷预先单体。 本发明的氟化氧杂环丁烷单体可以在路易斯酸和多羟基化合物的存在下容易地均相/共聚，得到具有氟化烷氧基亚甲基侧链的羟基封端的聚醚预聚物。 此外，氟化氧杂环丁烷单体可以与非氟化单体如四氢呋喃共聚，得到具有改进的烃相容性的聚醚预聚物。 这些预聚物是多分散体，其数均分子量为5,000至约50,000。 这些预聚物是具有初级羟基端基的无定形油，因此作为用于合成各种具有非常低的表面能，高疏水性，低玻璃化转变温度和低的特性的各种热固性/热塑性弹性体和塑料的软块有效地起作用 摩擦系数。 衍生自本发明的预聚物的聚氨酯是弹性体的，并且除了上述特征之外，还显示出高耐湿性，高撕裂强度和对各种基材的优异粘合性。
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10.发明授权Amorphous polyether glycols based on bis-substituted oxetane and tetrahydrofuran monomers 失效基于双取代的氧杂环丁烷和四氢呋喃单体的无定形聚醚二醇公开(公告)号：US06825316B2
公开(公告)日：2004-11-30
申请号：US10291139
申请日：2002-11-08
IPC分类号： C08G6522
CPC分类号： C08G18/5015 , C08G65/18 , C08G65/226
摘要： This invention is directed to mono- and bis-substituted oxetane monomers having fluorinated alkoxymethylene side chains, hydroxy-terminated prepolymers derived from these mono- and bis-substituted oxetane monomers and tetrahydrofuran (THF), and polymers produced from these prepolymers, as well as the synthesis processes associated with each, and the use of the monomers, prepolymers and ultimate polymers, both directly and as components of numerous compositions.
摘要翻译： 本发明涉及具有氟化烷氧基亚甲基侧链的单取代和双取代的氧杂环丁烷单体，由这些单取代和双取代的氧杂环丁烷单体衍生的羟基封端的预聚物和四氢呋喃（THF），以及由这些预聚物制备的聚合物 与各自相关的合成方法，以及单体，预聚物和极性聚合物的使用，直接地和作为许多组合物的组分。
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