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1. 发明授权

US4039581A Process for the preparation of di(amino phenyl)methanes 失效
标题翻译：制备二（氨基苯基）甲烷的方法
公开(公告)号：US4039581A
公开(公告)日：1977-08-02
申请号：US590801
申请日：1975-06-27
申请人： Floro F. Frulla , Adnan A. R. Sayigh , Henri Ulrich , Peter J. Whitman
发明人： Floro F. Frulla , Adnan A. R. Sayigh , Henri Ulrich , Peter J. Whitman
IPC分类号： C08G12/00 , C07C67/00 , C07C209/00 , C07C209/54 , C07C209/60 , C07C209/78 , C07C211/50 , C08G12/08 , C08G73/02 , C07C85/08
CPC分类号： C08G73/02 , C07C209/24 , C07C209/54 , C07C263/10 , C08G12/08
摘要： Aniline and formaldehyde are condensed (2-10 moles aniline per mole of formaldehyde) at ambient temperature in the absence of acid catalysts to give a mixture of aminals (anilinoacetals) and aniline from which the water is removed. The anhydrous aminals are contacted with a solid catalyst (clays, zeolites, diatomaceous earth) using either batch or continuous operation initially at 20.degree. C to 55.degree. C until benzylamine formation is substantially complete, then at 50.degree. C to 65.degree. C until benzylamine conversion to methylene polyphenyl polyamines is 75 - 90% complete and finally at 80.degree. C to 100.degree. C. A polyamine mixture is obtained in which diaminodiphenylmethane is the major (order of 90 percent by weight or higher) component, the bulk of the higher oligomeric polyamines being triamine. The diaminodiphenylmethane component contains of the order of 85 percent of 4,4'-isomer, the rest being 2,4'-isomer except for very small amounts (order of 2 percent or less) of 2,2'-isomer.Advantages of the process include high yield of diaminodiphenylmethane with relatively high 4,4'-isomer content, low oligomeric polyamine content, low temperature operation (energy consumption lower), no acidic reactants to cause corrosion of equipment, and rapid rates of conversion.
摘要翻译：在不存在酸催化剂的情况下，在环境温度下，苯胺和甲醛缩合（每摩尔甲醛为2-10摩尔苯胺），得到除去水的胺（苯胺基缩醛）和苯胺的混合物。使用间歇或连续操作，在20℃至55℃下使无水胺与固体催化剂（粘土，沸石，硅藻土）接触，直到苄胺形成基本完成，然后在50℃至65℃下直至苄胺转化为亚甲基多苯基多胺的组合物为75-90％，最后在80℃至100℃。得到多胺混合物，其中二氨基二苯基甲烷为主要成分（90％重量或更高）低聚多胺是三胺。二氨基二苯基甲烷组分含有约为85％的4,4'-异构体，其余为2,4'-异构体，只是非常少量（2％或更低的量级）的2,2'-异构体。

2. 发明授权

US4092343A Polymethylene polyphenyl polyisocyanate 失效
标题翻译：聚亚甲基多苯基多异氰酸酯
公开(公告)号：US4092343A
公开(公告)日：1978-05-30
申请号：US797545
申请日：1977-05-16
申请人： Floro F. Frulla , Adnan A. R. Sayigh , Henri Ulrich , Peter J. Whitman
发明人： Floro F. Frulla , Adnan A. R. Sayigh , Henri Ulrich , Peter J. Whitman
IPC分类号： C08G12/00 , B01J21/00 , C07B61/00 , C07C67/00 , C07C209/00 , C07C209/54 , C07C209/60 , C07C209/78 , C07C211/50 , C07C211/53 , C07C241/00 , C07C265/14 , C08G12/08 , C08G18/76 , C07C119/048 , C07C118/02
CPC分类号： C08G18/7664
摘要： A process is described for the preparation of polymethylene polyphenyl polyamines containing from 40 to 60 percent by weight of diamine and also containing markedly less high molecular weight polyamines than products hitherto available. Phosgenation of the polyamines gives the corresponding mixture of polymethylene polyphenyl polyisocyanates of markedly lower viscosity and lighter color than products hitherto available, and yielding polymer foams which are substantially white in color.The process comprises condensing aniline and formaldehyde (molar ratio 4-10:1) in the absence of catalyst, separating water from the resulting aminal mixture, contacting the aminals at 20.degree. C to 60.degree. C with a solid catalyst (diatomaceous earths, clays, zeolites) until formation of benzylamines is substantially complete, distilling aniline from the resulting benzylamines under reduced pressure and below 150.degree. C until the aniline content is 3 to 22 percent by weight, and contacting the resulting product with a solid catalyst (diatomaceous earths, clays, zeolites) at 100.degree. C to 190.degree. C until conversion to polymethylene polyphenyl polyamines is complete.
摘要翻译：描述了一种制备含有40至60重量％二胺的聚亚甲基多苯基多胺的方法，并且与目前可获得的产品相比，含有显着较少的高分子量多胺。多胺的光气化产生与目前可获得的产品相比显着低粘度和较浅颜色的聚亚甲基多苯基多异氰酸酯的相应混合物，并产生基本上为白色的聚合物泡沫。

3. 发明授权

US4039580A Process for preparing di(aminophenyl)methanes 失效
标题翻译：制备二（氨基苯基）甲烷的方法
公开(公告)号：US4039580A
公开(公告)日：1977-08-02
申请号：US598794
申请日：1975-07-24
申请人： Floro F. Frulla , Adnan A. R. Sayigh , Henri Ulrich , Peter J. Whitman
发明人： Floro F. Frulla , Adnan A. R. Sayigh , Henri Ulrich , Peter J. Whitman
IPC分类号： C08G12/00 , B01J21/00 , C07B61/00 , C07C67/00 , C07C209/00 , C07C209/54 , C07C209/60 , C07C209/78 , C07C211/50 , C07C211/53 , C07C241/00 , C07C265/14 , C08G12/08 , C08G18/76 , C07C85/08
CPC分类号： C08G18/7664
摘要： A process is described for the preparation of polymethylene polyphenyl polyamines containing from 40 to 60 percent by weight of diamine and also containing markedly less high molecular weight polyamines than products hitherto available. Phosgenation of the polyamines gives the corresponding mixture of polymethylene polyphenyl polyisocyanates of markedly lower viscosity and lighter color than products hitherto available, and yielding polymer foams which are substantially white in color.The process comprises condensing aniline and formaldehyde (molar ratio 4-10:1) in the absence of catalyst, separating water from the resulting aminal mixture, contacting the aminals at 20.degree. C to 60.degree. C with a solid catalyst (diatomaceous earths, clays, zeolites) until formation of benzylamines is substantially complete, distilling aniline from the resulting benzylamines under reduced pressure and below 150.degree. C until the aniline content is 3 to 22 percent by weight, and contacting the resulting product with a solid catalyst (diatomaceous earths, clays, zeolites) at 100.degree. C to 190.degree. C until conversion to polymethylene polyphenyl polyamines is complete.
摘要翻译：描述了一种制备含有40至60重量％二胺的聚亚甲基多苯基多胺的方法，并且与目前可获得的产品相比，含有显着较少的高分子量多胺。多胺的光气化产生与目前可获得的产品相比显着低粘度和较浅颜色的聚亚甲基多苯基多异氰酸酯的相应混合物，并产生基本上为白色的聚合物泡沫。

4. 发明授权

US4028361A Process for the purification of MDA 失效
标题翻译：纯化MDA的方法
公开(公告)号：US4028361A
公开(公告)日：1977-06-07
申请号：US605751
申请日：1975-08-18
申请人： Adnan A. R. Sayigh , Kwok K. Sun , Henri Ulrich
发明人： Adnan A. R. Sayigh , Kwok K. Sun , Henri Ulrich
IPC分类号： C07C85/16
CPC分类号： C07C209/78
摘要： A process is described for the selective removal of 2,2'- and 2,4'-diaminodiphenylmethane from mixtures thereof with the corresponding 4,4'-isomer by heating the mixture of isomers in the presence of a 1,3,5-tri-arylhexahydro-1,3,5-triazine and a catalyst (aqueous mineral acid). The process is particularly useful in facilitating the isolation of substantially pure 4,4'-isomer from the aniline-formaldehyde condensation. The pure 4,4'-isomer is a valuable intermediate for polyamides as well as for the corresponding diisocyanate. The by-products of the reaction are oligomeric polymethylene polyphenyl polyamines which are also useful as curing agents and intermediates for polymethylene polyphenyl polyisocyanates and the like.
摘要翻译：描述了一种方法，用于通过在存在1,3,5-三氯苯的情况下加热异构体的混合物，从相应的4,4'-异构体的混合物中选择性除去2,2'-和2,4'-二氨基二苯基甲烷，三芳基六氢-1,3,5-三嗪和催化剂（无机酸水溶液）。该方法特别可用于促进基本上纯的4,4'-异构体与苯胺 - 甲醛缩合物的分离。纯4,4'-异构体是聚酰胺以及相应的二异氰酸酯的有价值的中间体。反应的副产物是低聚多亚甲基多苯基多胺，其也可用作聚亚甲基多苯基多异氰酸酯等的固化剂和中间体。

5. 发明授权

US4029705A Purification process for MDA 失效
标题翻译： MDA的净化过程
公开(公告)号：US4029705A
公开(公告)日：1977-06-14
申请号：US605753
申请日：1975-08-18
申请人： Adnan A. R. Sayigh , Kwok K. Sun , Henri Ulrich
发明人： Adnan A. R. Sayigh , Kwok K. Sun , Henri Ulrich
IPC分类号： C07C85/16
CPC分类号： C07C209/78
摘要： A process is described for the selective removal of 2,2'- and 2,4'-diaminodiphenylmethanes from mixtures containing 2,2'-, 2,4'- and 4,4'-diaminodiphenylmethanes and polyamines by heating these mixtures in the presence of aqueous hydrochloric acid (55 to 95 percent by equivalents based on the total amine in the starting material) and formaldehyde. The process is particularly useful to facilitate the isolation of substantially pure 4,4'-isomer from aniline-formaldehyde condensation products. The pure 4,4'-isomer is a valuable intermediate for polyamides as well as for the corresponding diisocyanate. The by-products of the reaction are oligomeric polymethylene polyphenyl polyamines which are also useful as curing agents and intermediates for polymethylene polyphenyl polyisocyanates and the like.
摘要翻译：描述了从含有2,2'-，2,4'-和4,4'-二氨基二苯基甲烷和多胺的混合物中选择性除去2,2'-和2,4'-二氨基二苯基甲烷的方法，通过加热这些混合物存在盐酸水溶液（相对于原料中的总胺为55〜95％当量）和甲醛。该方法特别有助于从苯胺 - 甲醛缩合产物中分离基本上纯的4,4'-异构体。纯4,4'-异构体是聚酰胺以及相应的二异氰酸酯的有价值的中间体。反应的副产物是低聚多亚甲基多苯基多胺，其也可用作聚亚甲基多苯基多异氰酸酯等的固化剂和中间体。

6. 发明授权

US4008275A Process for isolating 4,4'-diaminodiphenylmethane 失效
标题翻译：分离4,4 {40-二氨基二苯基甲烷的方法
公开(公告)号：US4008275A
公开(公告)日：1977-02-15
申请号：US605752
申请日：1975-08-18
申请人： Adnan A. R. Sayigh , Kwok K. Sun , Henri Ulrich
发明人： Adnan A. R. Sayigh , Kwok K. Sun , Henri Ulrich
IPC分类号： C07C85/26
CPC分类号： C07C209/78
摘要： 2,2'- AND 2,4'-DIAMINODIPHENYLMETHANE ARE SELECTIVELY REMOVED FROM ADMIXTURES THEREOF WITH THE 4,4'-ISOMER BY HEATING THE ISOMER MIXTURE AT 30.degree. TO 100.degree. C in the presence of styrene, .alpha.-alkylstyrenes, or the mono- or diamino nuclear substituted derivatives thereof and a catalyst (mineral acid, clays, diatomaceous earth, zeolites). The styrene or .alpha.-alkylstyrene can be employed as such or generated in situ from a precursor therefor. The process is particularly useful in facilitating the isolation of substantially pure 4,4'-diaminodiphenylmethane from the polyamine mixture obtained by condensation of aniline and formaldehyde.
摘要翻译：通过在苯乙烯，α-烷基苯乙烯存在下，在30℃至100℃下加热异构体混合物，可以从4,4'-异构体的形式中选择性地除去2,2'-和2,4'-二氨基二苯基甲烷。单 - 或二氨基核取代衍生物和催化剂（无机酸，粘土，硅藻土，沸石）。苯乙烯或α-烷基苯乙烯可以原样使用或从其前体原位产生。该方法特别有助于从通过苯胺和甲醛的缩合得到的多胺混合物中分离出基本上纯的4,4'-二氨基二苯基甲烷。

7. 发明授权

US4202779A Mixture of bis(2-hydroxyalkyl) N,N-di(lower alkyl)aminomethanephosphonates with polyols 失效
标题翻译：双（2-羟基烷基）N，N-二（低级烷基）氨基甲烷膦酸酯与多元醇的混合物
公开(公告)号：US4202779A
公开(公告)日：1980-05-13
申请号：US919963
申请日：1978-06-28
申请人： Curtis P. Smith , Henri Ulrich
发明人： Curtis P. Smith , Henri Ulrich
IPC分类号： C07F9/40 , C07F9/6571 , C08G18/38 , C09K3/28
CPC分类号： C08G18/3889 , C07F9/4006 , C07F9/6571
摘要： Bis(2-hydroxyalkyl) N,N-di(lower-alkyl)aminomethyl-phosphonates are described. These phosphorus-containing polyols can be incorporated into polyurethane foams to render the latter fire retardant. They have the advantage over closely related phosphorus-containing polyols that they are autocatalytic in the polyurethane foam forming reaction and that they can be mixed with the polyol component of the polyurethane foam forming composition to give a mixture (premix) which can be maintained in storage for prolonged periods without showing any signs of deterioration.
摘要翻译：描述了双（2-羟基烷基）N，N-二（低级 - 烷基）氨基甲基 - 膦酸酯。这些含磷多元醇可以加入到聚氨酯泡沫中以使后者成为阻燃剂。它们具有优于密切相关的含磷多元醇的优点，它们在聚氨酯泡沫形成反应中是自动催化的，并且它们可以与形成聚氨酯泡沫的组合物的多元醇组分混合，得到可保存在储存中的混合物（预混合物）长时间没有出现任何恶化迹象。

8. 发明授权

US4190599A Amide-containing diisocyanates and preparation thereof 失效
标题翻译：含酰胺的二异氰酸酯及其制备方法
公开(公告)号：US4190599A
公开(公告)日：1980-02-26
申请号：US968252
申请日：1978-12-11
申请人： Reinhard H. Richter , Benjamin W. Tucker , Henri Ulrich
发明人： Reinhard H. Richter , Benjamin W. Tucker , Henri Ulrich
IPC分类号： C07D243/04 , C07D245/02 , C08G18/70 , C07C118/00 , C07C119/042 , C07C119/048
CPC分类号： C08G18/701 , C07D243/04 , C07D245/02
摘要： Novel bis cyclic ureas are disclosed having the formula ##STR1## wherein C.sub.n H.sub.2 n represents alkylene from 4 to 12 inclusive and provided there are at least 4 carbon atoms in succession in the chain and R is the residue obtained by the removal of both halogen atoms from a diacid halide.The bis cyclic ureas are easily converted to a novel class of aliphatic diisocyanates simply by heating. Alternatively, they are blended with polymeric polyols to form one-component storage stable compositions which are thermally converted to polyurethane resins without any significant volatile or side product formation.
摘要翻译：公开了具有式“IMAGE”的新型双环脲，其中C n H 2n表示4至12的亚烷基，并且在链中连续地具有至少4个碳原子，R是通过从二酸卤化物。双环脲可以简单地通过加热转化成新一类的脂族二异氰酸酯。或者，它们与聚合多元醇共混以形成单组分储存稳定的组合物，其被热转化为聚氨酯树脂，而没有任何显着的挥发性或副产物形成。

9. 发明授权

US3951922A Process for preparing polyimides from derivatives of phthalic anhydride 失效
标题翻译：由邻苯二甲酸酐衍生物制备聚酰亚胺的方法
公开(公告)号：US3951922A
公开(公告)日：1976-04-20
申请号：US477629
申请日：1974-06-10
申请人： Reinhard H. Richter , Henri Ulrich
发明人： Reinhard H. Richter , Henri Ulrich
IPC分类号： C07D307/89 , C08G18/00 , C08G73/10 , C08G75/10
CPC分类号： C08G73/1035 , C07D307/89 , C08G18/00
摘要： The compounds 4-azidocarbonylphthalic anhydride, 4-isocyanatophthalic anhydride, and the lower-alkyl carbamates obtained by reacting the latter isocyanate with a lower-aliphatic alcohol, are described. A process for the preparation of a polyimide by heating these compounds alone or in admixture with other polyisocyanates is also described. The 4-azidocarbonylphthalic anhydride is an intermediate for the 4-isocyanatophthalic anhydride.
摘要翻译：描述了化合物4-叠氮基羰基邻苯二甲酸酐，4-异氰酸酯二邻苯二甲酸酐和通过后者异氰酸酯与低级脂族醇反应得到的低级烷基氨基甲酸酯。还描述了通过单独加热这些化合物或与其它多异氰酸酯混合来制备聚酰亚胺的方法。 4-叠氮基邻苯二甲酸酐是4-异氰酸酯基邻苯二甲酸酐的中间体。

10. 发明授权

US4123466A Process for nitrating aromatic hydrocarbons 失效
标题翻译：硝化芳烃的方法
公开(公告)号：US4123466A
公开(公告)日：1978-10-31
申请号：US859388
申请日：1977-12-12
申请人： Chung-Yuan Lin , Fred A. Stuber , Henri Ulrich
发明人： Chung-Yuan Lin , Fred A. Stuber , Henri Ulrich
IPC分类号： C07C201/08 , C07C205/06 , C07B11/00
CPC分类号： C07C201/08
摘要： An improved process for the nitration of aromatic hydrocarbons is described. The aromatic hydrocarbon (benzene, toluene of particular interest) is reacted with gaseous nitrogen dioxide in the presence of a catalytic amount of sulfuric acid and in the absence of oxygen. The process is highly selective and avoids the formation of undesired by-products. The acid employed as catalyst can be recovered and recycled after removal of water of condensation liberated in the reaction.
摘要翻译：描述了用于芳烃的硝化的改进方法。在催化量的硫酸存在下，在不存在氧气的情况下，使芳烃（特别令人关注的苯，甲苯）与气体二氧化氮反应。该方法具有高选择性，避免了不希望的副产物的形成。用作催化剂的酸可以在除去在反应中释放的冷凝水中回收和再循环。

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