公开(公告)号：US06384177B1

公开(公告)日：2002-05-07

申请号：US09938488

申请日：2001-08-27

申请人： Katsumi Tokumoto ,  Yutaka Tamano ,  Shuichi Okuzono

发明人： Katsumi Tokumoto ,  Yutaka Tamano ,  Shuichi Okuzono

IPC分类号： C08G1818

CPC分类号： C08G18/1875 ,  C08G2101/0008 ,  C08G2101/0025 ,  C08G2101/005 ,  C08G2105/02

摘要： An amine catalyst for production of a polyurethane and a polyisocyanurate is provided which comprises a quaternary ammonium compound represented by General Formula (1): where R1 to R6 are independently a linear or branched saturated hydrocarbon group of 1 to 4 carbon atoms; R7 and R8 are independently a linear or branched, saturated or unsaturated hydrocarbon group of 2 to 12 carbon atoms; n is a number of 0 to 3, provided that at n=o any one of R1, R2 and R3, and R5 and/or R6 may be linked together to form a heterocycle, or at n=1, 2, or 3, R5 or R6 and R4 may be linked together to form a heterocycle; A is a carbonate group or an organic acid group; and X is number of 1 to 2. The catalyst has high activity in formation of polyurethane foams and polyisocyanurate foams, having less odor, and producing foams of high fire retardance, having high curability, high retarding effect, and low corrosiveness.

摘要翻译： 提供了用于生产聚氨酯和聚异氰脲酸酯的胺催化剂，其包含由通式（1）表示的季铵化合物：其中R 1至R 6独立地为具有1至4个碳原子的直链或支链饱和烃基; R 7和R 8独立地是2至12个碳原子的直链或支链，饱和或不饱和的烃基; n是0至3的数，条件是在n = 0时，R 1，R 2和R 3中的任一个，以及R 5和/或R 6可以连接在一起形成杂环，或者n = 1,2或3， R5或R6和R4可以连接在一起形成杂环; A是碳酸酯基或有机酸基; X为1〜2的数量。催化剂形成聚氨酯泡沫和聚异氰脲酸酯泡沫体的气味较少，具有较少的气味，并产生高阻燃性，高固化性，高延迟效果和低腐蚀性的高阻燃性。

公开(公告)号：US06307102B1

公开(公告)日：2001-10-23

申请号：US09172016

申请日：1998-10-14

申请人： Katsumi Tokumoto ,  Yutaka Tamano ,  Shuichi Okuzono

发明人： Katsumi Tokumoto ,  Yutaka Tamano ,  Shuichi Okuzono

IPC分类号： C07C21163

CPC分类号： C08G18/1875 ,  C08G2101/0008 ,  C08G2101/0025 ,  C08G2101/005 ,  C08G2105/02

摘要： An amine catalyst-for production of a polyurethane and a polyisocyanurate is provided which comprises a quaternary ammonium compound represented by General Formula (1): where R1 to R6 are independently a linear or branched saturated hydrocarbon group of 1 to 4 carbon atoms; R7 and R8 are independently a linear or branched, saturated or unsaturated hydrocarbon group of 2 to 12 carbon atoms; n is a number of 0 to 3 provided that at n=o any one of R1, R2 and R3, and R5 and/or R6 may be linked together to form a heterocycle, or at n=1, 2, or 3, R5 or R6 and R4 may be linked together to form a heterocycle; A is a carbonate group or an organic acid group; and X is number of 1 to 2. The catalyst has high activity in formation of polyurethane foams and polyisocyanurate foams, having less odor, and producing foams of high fire retardance, having high curability, high retarding effect, and low corrosiveness.

摘要翻译： 提供了用于生产聚氨酯和聚异氰脲酸酯的胺催化剂，其包含由通式（1）表示的季铵化合物：其中R 1至R 6独立地为具有1至4个碳原子的直链或支链饱和烃基; R 7和R 8独立地是2至12个碳原子的直链或支链，饱和或不饱和的烃基; n是0至3的数，条件是在n = 0时，R 1，R 2和R 3中的任一个，以及R 5和/或R 6可以连接在一起形成杂环，或者在n = 1,2或3中，R 5 或者R6和R4可以连接在一起形成杂环; A是碳酸酯基或有机酸基; X为1〜2的数量。催化剂形成聚氨酯泡沫和聚异氰脲酸酯泡沫的活性较差，具有较少的气味，并且产生高阻燃性，高固化性，高延迟效果和低腐蚀性的泡沫。

公开(公告)号：US5306738A

公开(公告)日：1994-04-26

申请号：US17437

申请日：1993-02-12

申请人： Hiroyuki Yoshimura ,  Yutaka Tamano ,  Shoji Arai

发明人： Hiroyuki Yoshimura ,  Yutaka Tamano ,  Shoji Arai

IPC分类号： C08G18/18 ,  C08G18/20 ,  C08G101/00 ,  C08J9/02

CPC分类号： C08G18/2027 ,  C08G2101/0008 ,  C08G2101/0083

摘要： Process for producing a flexible polyurethane foam through reaction of a polyol with a polyisocyanate in the presence of an amine catalyst, a blowing agent, and a foam stabilizer, the amine catalyst comprising at least one of the imidazoles represented by the general formula below: ##STR1## wherein R.sup.1 is alkyl of 1 to 4 carbons, dimethylaminopropyl, benzyl, vinyl, or hydroxyalkyl of 1 to 3 carbons; R.sup.2 is hydrogen, alkyl of 1 to 4 carbons, allyl, benzyl, or phenyl; and R.sup.3 and R.sup.4 are respectively hydrogen, alkyl of 1 to 4 carbons, or hydroxymethyl.

摘要翻译： 在胺催化剂，发泡剂和泡沫稳定剂的存在下通过多元醇与多异氰酸酯的反应制备软质聚氨酯泡沫的方法，所述胺催化剂包含由以下通式表示的至少一种咪唑：（ *化学结构*）其中R 1为1至4个碳的烷基，二甲基氨基丙基，苄基，乙烯基或1至3个碳的羟烷基; R2是氢，1至4个碳的烷基，烯丙基，苄基或苯基; R3和R4分别为氢，1〜4个碳的烷基或羟甲基。

公开(公告)号：US5304578A

公开(公告)日：1994-04-19

申请号：US027691

申请日：1993-03-08

申请人： Yutaka Tamano ,  Shuichi Okuzono

发明人： Yutaka Tamano ,  Shuichi Okuzono

IPC分类号： C08G18/18 ,  C08J9/34

CPC分类号： C08G18/1875 ,  C08G18/1858 ,  C08G2101/0008 ,  C08G2101/0016 ,  C08G2101/0025 ,  C08G2101/0033 ,  C08G2101/0083

摘要： A process is provided for producing a polyurethane foam having a high-density skin layer by reacting a polyol with a polyisocyanate in a short time. The reaction is allowed to proceed in the presence of a blowing agent, a catalyst, and optionally an additive, the blowing agent being composed only of water, and the catalyst being an amine represented by formula (I) below and/or an organic acid salt thereof: ##STR1## where R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are, independently, an alkyl group of 1 to 12 carbons, or R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4 may be linked to form a cycloalkyl or heterocyclic ring together with the adjacent nitrogen atom; and R.sub.5 is hydrogen, an alkyl group of 1 to 12 carbons, a phenyl group, or a cycloalkyl group. This process does not use halogenated hydrocarbons which cause ozone layer destruction.

摘要翻译： 提供了一种通过在短时间内使多元醇与多异氰酸酯反应来制备具有高密度表层的聚氨酯泡沫体的方法。 使反应在发泡剂，催化剂和任选的添加剂的存在下进行，发泡剂仅由水组成，催化剂是由下式（I）表示的胺和/或有机酸 其盐：（*化学结构*）（I）其中R 1，R 2，R 3和R 4独立地为1至12个碳的烷基，或R 1和R 2，和/或R 3和R 4可以连接形成 环烷基或杂环与相邻的氮原子一起; R 5为氢，碳数1〜12的烷基，苯基或环烷基。 该方法不使用引起臭氧层破坏的卤代烃。

公开(公告)号：US5229430A

公开(公告)日：1993-07-20

申请号：US979262

申请日：1992-11-20

申请人： Yutaka Tamano ,  Masaki Ishida ,  Shuichi Okuzono

发明人： Yutaka Tamano ,  Masaki Ishida ,  Shuichi Okuzono

IPC分类号： C08G18/18

CPC分类号： C08G18/1825 ,  C08G2101/0008 ,  C08G2101/0016 ,  C08G2101/0025 ,  C08G2101/0041

摘要： An amine catalyst for producing polyurethane comprising a compound of formula (I): ##STR1## wherein n is an integer from 0 to 3, and R.sub.1, R.sub.2, and R.sub.3 are each independently a C.sub.1-3 alkyl group. The amine catalyst has a secondary hydroxyl group in the molecule and is non-bleeding in the polyurethane resin and excellent in moldability. A process for producing a polyurethane foam by reacting a polyol with a polyisocyanate in the presence of the amine catalyst defined above and a foaming agent are also disclosed.

摘要翻译： 一种用于生产聚氨酯的胺催化剂，其包含式（I）化合物：其中n为0-3的整数，并且R 1，R 2和R 3各自独立地为C 1-3烷基。 胺催化剂在分子中具有仲羟基并且在聚氨酯树脂中不渗色，并且成型性优异。 还公开了在上述胺催化剂和发泡剂的存在下使多元醇与多异氰酸酯反应制备聚氨酯泡沫的方法。

公开(公告)号：US20100130629A1

公开(公告)日：2010-05-27

申请号：US12377004

申请日：2007-08-10

申请人： Hiroyuki Kometani ,  Yutaka Tamano

发明人： Hiroyuki Kometani ,  Yutaka Tamano

IPC分类号： C08J9/04 ,  C08G18/32 ,  B01J31/18 ,  B01J31/04

CPC分类号： C08G18/1875 ,  A43B13/04 ,  C08G18/092 ,  C08G18/1808 ,  C08G18/1825 ,  C08G18/2036 ,  C08G18/2063 ,  C08G18/2072 ,  C08G18/225 ,  C08G18/4816 ,  C08G2101/0008 ,  C08G2101/0066 ,  C08G2101/0083 ,  C08G2105/02 ,  C08G2410/00

摘要： Disclosed is a catalyst composition for polyurethane resin production which contains (A) triethylenediamine, (B) a specific polyisocyanurating catalyst and/or (C) a specific highly temperature-sensitive catalyst. By using this catalyst composition, a polyurethane resin can be molded with good curability, while suppressing initial reactivity. Consequently, a polyurethane resin having excellent moldability and fluidity can be produced with high productivity by using the catalyst composition. The thus-obtained polyurethane resin is suitably applicable to shoe soles. The component (B) is selected from the group consisting of alkali metal salts of carboxylic acids, quaternary ammonium compounds expressed as R1R2R3R4N+,X−, N,N,N′-trimethylaminoethylethanolamine, and 2,4,6-tris(dimethylaminomethyl)phenol, while the component (C) is selected from the group consisting of triazole salts and benzotriazole salts of 1,8-diazabicyclo[5.4.0]undecene-7 or 1,5-diazabicyclo[4.3.0]nonene-5. The mixing ratio of the component (B) and/or the component (C) to the component (A) is from 2% by weight to 60% by weight.

摘要翻译： 公开了含有（A）三亚乙基二胺，（B）特定聚异氰脲酸酯化催化剂和/或（C）特定的高温度敏感催化剂的聚氨酯树脂生产用催化剂组合物。 通过使用该催化剂组合物，可以在抑制初始反应性的同时，以良好的固化性成型聚氨酯树脂。 因此，可以通过使用催化剂组合物以高生产率制造具有优异成型性和流动性的聚氨酯树脂。 这样得到的聚氨酯树脂适用于鞋底。 组分（B）选自羧酸的碱金属盐，表示为R1R2R3R4N +，X，N，N，N'-三甲基氨基乙基乙醇胺和2,4,6-三（二甲基氨基甲基）苯酚的季铵化合物 而组分（C）选自1,8-二氮杂双环[5.4.0]十一碳烯-7或1,5-二氮杂双环[4.3.0]壬烯-5的三唑盐和苯并三唑盐。 组分（B）和/或组分（C）与组分（A）的混合比例为2重量％至60重量％。

公开(公告)号：US07572837B2

公开(公告)日：2009-08-11

申请号：US10282988

申请日：2002-10-30

申请人： Hiroyuki Kometani ,  Yutaka Tamano

发明人： Hiroyuki Kometani ,  Yutaka Tamano

IPC分类号： C08G18/38

CPC分类号： C08G18/4845 ,  C08G18/1825 ,  C08G18/2027 ,  C08G18/4841 ,  C08G2101/0008 ,  C08G2101/005 ,  C08G2101/0083

摘要： Flexible polyurethane foams are produced by reacting a polyol and a polyisocyanate in the presence of a catalysts and other auxiliary agents, the process characterized in that a tin-based catalyst is not used. One process includes reacting a polyether polyol containing at least 5% by weight of an oxyethylene group in the chain and having a terminal secondary OH group, a toluene diisocyanate and/or a derivative, and one or more specified imidazole compounds, the process conducted in the absence of a tin-based catalyst.

摘要翻译： 柔性聚氨酯泡沫体是通过在催化剂和其它助剂的存在下使多元醇与多异氰酸酯反应生产的，其特征在于不使用锡基催化剂。 一种方法包括在链中含有至少5重量％的氧乙烯基并具有末端仲OH基，甲苯二异氰酸酯和/或衍生物的一种或多种特定咪唑化合物的聚醚多元醇，该方法在 没有锡基催化剂。

公开(公告)号：US20080004362A1

公开(公告)日：2008-01-03

申请号：US11718289

申请日：2005-11-01

申请人： Takahiro Masuda ,  Yutaka Tamano

发明人： Takahiro Masuda ,  Yutaka Tamano

IPC分类号： C07C215/14 ,  C07C213/08 ,  C07C217/08 ,  C08G18/18 ,  C08G18/32

CPC分类号： C07C213/08 ,  C07C215/14 ,  C07C217/08 ,  C08G18/1825 ,  C08G18/3271 ,  C08G18/4883 ,  C08G18/6688 ,  C08G2101/0008 ,  C08G2101/0016 ,  C08G2101/0025 ,  C08G2101/005 ,  C08G2101/0058 ,  C08G2101/0083

摘要： Disclosed is a novel hydroxyalkylated polyalkylene polyamine composition, and a method for preparing the hydroxyalkylated polyalkylene polyamine composition at low cost. Further disclosed is a method for producing a polyurethane resin by using the hydroxyalkylated polyalkylene polyamine composition containing at least two hydroxyalkylated polyalkylene polyamines represented by the following general formula (1): In the formula (1), R1 to R5 are independently a C1 to C3 alkyl group or a substituent represented by the following general formula (2): wherein R6 and R7 are independently a hydrogen atom or a C1 to C4 alkyl group, and p is an integer from 1 to 3; and R5 and R1, R2, R3, or R4 may arbitrarily bond together to form a ring; at least one of R1 to R5 is a substituent represented by the general formula (2) but all of R1 to R5 cannot be substituents represented by the general formula (2) at the same time; n and m are independently an integer from 1 to 5; and a is an integer from 1 to 6.

摘要翻译： 公开了一种新颖的羟烷基化聚亚烷基多胺组合物，以及低成本制备羟烷基化聚亚烷基多胺组合物的方法。 还公开了通过使用含有由以下通式（1）表示的至少两种羟烷基化聚亚烷基多胺的羟烷基化聚亚烷基多胺组合物来制备聚氨酯树脂的方法：在式（1）中，R 1， R 5独立地为C 1〜C 3烷基或由以下通式（2）表示的取代基：其中R 1， C 6和R 7独立地是氢原子或C 1至C 4烷基，p是 1到3的整数; 和R 5和R 1，R 2，R 3或R 4，或 >可以任意地结合在一起形成戒指; R 1至R 5中的至少一个是由通式（2）表示的取代基，但R 1至R 3中的全部 > 5 不能同时由通式（2）表示的取代基; n和m独立地为1至5的整数; a为1〜6的整数。

公开(公告)号：US20070112085A1

公开(公告)日：2007-05-17

申请号：US10573705

申请日：2004-09-28

申请人： Katsuml Tokumoto ,  Yutaka Tamano

发明人： Katsuml Tokumoto ,  Yutaka Tamano

IPC分类号： C08J9/00

CPC分类号： C08G18/1875 ,  C08G18/20 ,  C08G2101/0025

摘要： An object of the present invention is to provide a catalyst for producing a rigid polyurethane foam and an isocyanurate-modified rigid polyurethane foam excellent in storage stability in the case that water is contained as a blowing agent, and a raw material-blended composition using the same. In the present invention, a catalyst composition comprising the following amine compounds of (A) and (B) and/or (C) is used and further, a raw material-blended composition further containing a polyol component and water is used. (A) A quaternary ammonium salt represented by the following general formula (1): wherein each of R1 to R3 represents a hydrocarbon group having 1 to 12 carbon atoms, R4 represents an alkyl group or an aromatic hydrocarbon group having 1 to 18 carbon atoms, and X represents an organic acid group having an acid dissociation constant (pKa) of 4.8 or less; (B) A hydrophobic amine compound; (C) A heterocyclic tertiary amine compound.

摘要翻译： 本发明的目的是提供一种用于制造刚性聚氨酯泡沫的催化剂和在含水作为发泡剂的情况下，储存稳定性优异的异氰脲酸酯改性的硬质聚氨酯泡沫，以及使用 相同。 在本发明中，使用包含（A）和（B）和/或（C）的以下胺化合物的催化剂组合物，进一步含有多元醇成分和水的原料混合组合物。 （A）由以下通式（1）表示的季铵盐：其中R 1至R 3中的每一个表示具有1至12个碳原子的烃基， R 4表示烷基或碳原子数1〜18的芳香族烃基，X表示酸解离常数（pKa）为4.8以下的有机酸基团。 （B）疏水性胺化合物; （C）杂环叔胺化合物。

公开(公告)号：US4910230A

公开(公告)日：1990-03-20

申请号：US288238

申请日：1988-12-22

申请人： Yutaka Tamano ,  Shoji Arai

发明人： Yutaka Tamano ,  Shoji Arai

IPC分类号： C08G18/18

CPC分类号： C08G18/1875 ,  C08G2101/0025 ,  C08G2101/005

摘要： A fine-cell rigid polyurethane foam is prepared by reacting a polyol having a blowing agent such as water incorporated therein with a polyisocyanate in the presence of an amine catalyst having a retarding effect. The amine catalyst is comprised of (a) 30 to 50 parts by weight of triethylene diamine, (b) 30 to 50 parts by weight of bis(dimethylaminoethyl)ether and/or N,N',N",N"-pentamethyldiethylene triamine, (c) up to 40 parts by weight of tetramethylhexamethylene diamine and/or trimethylaminoethylpiperazine, and (d) formic acid in an amount of 0.2 to 1.5 moles per mole of triethylene diamine.