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。

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。

公开(公告)号：US4154931A

公开(公告)日：1979-05-15

申请号：US875182

申请日：1978-02-06

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： C07D233/34 ,  C07D239/10 ,  C07D243/04 ,  C07D239/04

CPC分类号： C07D239/10 ,  C07D233/34 ,  C07D243/04

摘要： A novel process is disclosed for the preparation of cyclic ureas having the formula ##STR1## wherein A is a straight chain alkylene radical of 2 to 4 carbon atoms, inclusive, wherein said alkylene radical can be substituted by at least one member selected from the group consisting of halogen, lower alkyl, lower alkoxy, aryl, aryloxy, aralkyl, and cycloaklyl. An alkylene diamine having the formula NH.sub.2 ANH.sub.2, wherein A is defined as above, is reacted in a solvent with carbonyl sulfide to form the corresponding N-(.omega.-aminoalkyl)thiocarbamic acid (NH.sub.2 ANHCOSH) or zwitterion thereof. The thiocarbamic acid is then heated to form the cyclic urea.The cyclic ureas are useful as cross-linkers and extenders in polyurethane formulations, and those ureas having 4 carbons in the alkylene chain find particular utility in the production of bis cyclic ureas which serve as masked isocyanate compounds in one-component polyurethane elastomer formulations.

摘要翻译： 公开了一种用于制备具有式“IMAGE”的环脲的新方法，其中A是2至4个碳原子的直链亚烷基，其中所述亚烷基可以被至少一个选自以下的基团取代： 由卤素，低级烷基，低级烷氧基，芳基，芳氧基，芳烷基和环烷基组成。 具有式NH 2 NH 2的亚烷基二胺（其中A如上所定义）在溶剂中与羰基硫化物反应形成相应的N-（ω-氨基烷基）硫代氨基甲酸（NH 2 NHCOOH）或其两性离子。 然后加热硫代氨基甲酸以形成环状尿素。

公开(公告)号：US4138398A

公开(公告)日：1979-02-06

申请号：US874402

申请日：1978-02-01

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： C07D239/10 ,  C07D243/04 ,  C07D245/02 ,  C08G18/70

CPC分类号： C07C265/00 ,  C07D243/04 ,  C07D245/02 ,  C08G18/701

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： 公开了具有下式的新型双环脲：其中C n H 2n表示包含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是通过从卤素原子中除去两个卤素原子获得的残基 二酸卤化物。

公开(公告)号：US4339381A

公开(公告)日：1982-07-13

申请号：US231876

申请日：1981-02-05

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： C07D225/02 ,  C07D245/02 ,  C07D487/08 ,  C08G18/70 ,  C07D487/06

CPC分类号： C07D487/08 ,  C07D225/02 ,  C07D245/02 ,  C08G18/701

摘要： 1,3-alkylene-diazetidinediones-2,4, wherein alkylene contains at least 8 carbon atoms, are described. These compounds, which can be regarded as intramolecular dimers of alkylene diisocyanates, give rise to the latter on heating. Accordingly, these compounds are useful in a variety of situations in which it is desirable to have a compound which is stable on storage in admixture with other compounds such as polyols, polyamines and the like (which latter would react with a compound containing free isocyanate groups) but which can, at any desired moment, be converted by heating to the free diisocyanate. The latter then reacts with the other component(s) of the mixture to form a polymer.The above compounds are derived by cyclization of the appropriate cyclic allophanoyl halide.

摘要翻译： 描述了其中亚烷基含有至少8个碳原子的1,3-亚烷基二氮杂双环-2,4。 这些可以被认为是亚烷基二异氰酸酯的分子内二聚体的这些化合物在加热时产生后者。 因此，这些化合物可用于各种情况，其中期望具有与其它化合物如多元醇，多胺等（或后者将与含有游离异氰酸酯基的化合物）混合储存时稳定的化合物 ），但可以在任何需要的时刻通过加热转化为游离二异氰酸酯。 然后后者与混合物的其它组分反应形成聚合物。 上述化合物通过合适的环状醛基卤化物的环化得到。

公开(公告)号：US4217436A

公开(公告)日：1980-08-12

申请号：US968251

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 ,  C08G18/80 ,  C08G18/77

CPC分类号： C07D245/02 ,  C07D243/04 ,  C08G18/701

摘要： Novel bis cyclic ureas are disclosed having the formula ##STR1## wherein C.sub.n H.sub.a 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 Han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。

公开(公告)号：US4051166A

公开(公告)日：1977-09-27

申请号：US693793

申请日：1976-06-08

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： C07C265/08 ,  C08G18/72 ,  C08G18/77 ,  C07C119/048

CPC分类号： C07C265/00 ,  C08G18/771

摘要： Novel araliphatic diisocyanates having the formulaOCN(CH.sub.2).sub.3 OArX(CH.sub.2).sub.3 NCOare disclosed wherein X is oxygen or a single bond and Ar is an arylene radical. The araliphatic diisocyanates are prepared from well known and readily obtainable starting materials. When X represents a single bond, the starting material is a monohydric phenol wherein a C-alkylation reaction followed by an O-alkylation reaction with acrylonitrile provides an intermediate dipropionitrile which is converted to the diisocyanate via phosgenation of the corresponding diamine. When X represents oxygen, the starting material is a dihydric phenol wherein O-alkylation with acrylonitrile provides the dipropionitrile which in turn is converted to the diisocyanate via the phosgenation of the corresponding diamine. The diisocyanates find particular utility in the preparation of color and light stable polyurethane products.

摘要翻译： 公开了具有式OCN（CH 2）3 OArX（CH 2）3 NCO的新型芳脂族二异氰酸酯，其中X是氧或单键，Ar是亚芳基。 芳脂族二异氰酸酯由众所周知且容易获得的原料制备。 当X表示单键时，起始材料是一元酚，其中C-烷基化反应随后与丙烯腈进行O-烷基化反应提供中间体二腈，其通过相应二胺的光气化转化为二异氰酸酯。 当X表示氧时，原料是二元酚，其中用丙烯腈进行O-烷基化提供二丙腈，二丙腈又通过相应的二胺的光气化转化为二异氰酸酯。 二异氰酸酯在制备颜色和光稳定性聚氨酯产品方面具有特别的用途。

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。

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。

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。