Synthesis of severely sterically hindered amino-ether alcohols and diaminopolyalkenyl ethers using a high activity powder catalyst
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C07C-209/16
C07C-209/00
출원번호
US-0587205
(2005-02-01)
등록번호
US-7442840
(2008-10-28)
국제출원번호
PCT/US05/003062
(2005-02-01)
§371/§102 date
20070504
(20070504)
국제공개번호
WO05/081778
(2005-09-09)
발명자
/ 주소
Elia,Christine Nicole
Siskin,Michael
Kerby,Michael Charles
Bishop,Adeana Richelle
Mozeleski,Edmund John
Malek,Andrzej
출원인 / 주소
ExxonMobil Research and Engineering Company
대리인 / 주소
Purwin,Paul E.
인용정보
피인용 횟수 :
0인용 특허 :
21
초록▼
The present invention relates to a process for preparing severely sterically hindered secondary amine ether alcohols and diamine polyalkenyl ethers by reacting a primary amino compound with a polyalkenylether glycol in the presence of a high activity nickel powder hydrogenation catalyst which is mar
The present invention relates to a process for preparing severely sterically hindered secondary amine ether alcohols and diamine polyalkenyl ethers by reacting a primary amino compound with a polyalkenylether glycol in the presence of a high activity nickel powder hydrogenation catalyst which is marked by high conversion of reactants and increased selectivity to desired final product.
대표청구항▼
The invention claimed is: 1. A process for the production of sterically hindered amino ether alcohols, diaminopolyalkenyl ethers, and mixtures thereof, comprising reacting an alkyl substituted primary amino compound with a polyalkenyl ether glycol, over a catalyst comprising a catalytically active
The invention claimed is: 1. A process for the production of sterically hindered amino ether alcohols, diaminopolyalkenyl ethers, and mixtures thereof, comprising reacting an alkyl substituted primary amino compound with a polyalkenyl ether glycol, over a catalyst comprising a catalytically active metal, but excluding platinum and palladium, on a support, the support characterized by a micropore volume above about 0.5 cm3/g, the metal loaded catalyst exhibiting a pore size distribution when normalized for pore of 19.99 nm or less of about 30% or more of pores of up to 4.99 nm, the pores of 5 to up to 19.99 nm constituting the balance. 2. The process of claim 1 wherein the catalyst has a BET surface area of greater than 50 m2/g. 3. The process of claim 1 wherein the primary amine to glycol ratio is in the range of about 10:1 to 0.5:1. 4. The process of claim 1 wherein the primary amine compound is of the general formula description="In-line Formulae" end="lead"R1--NH2description="In-line Formulae" end="tail" wherein R1 is selected from the group consisting of secondary-and tertiary-alkyl radicals having 3 to 8 carbon atoms, cycloalkyl radicals having 3 to 8 carbon atoms, and mixtures thereof, and the polyalkenyl ether glycol is of the general formula wherein R2, R3, R4 and R5 are each independently selected from the group consisting of hydrogen, C1-C4 alkyl radicals, and C3-C8 cycloalkyl radicals with the process that if the carbon atom of R1 directly attached to the nitrogen atoms is a secondary alkyl radical, at least one of R2 and R3 directly bonded to the carbon which is bonded to the hydroxyl group is an alkyl or cycloalkyl radical, x and y are each positive integers independently ranging from 2 to 4, z is from 1 to 10 and the ratio of alkyl substituted primary amine to glycol is less than 2:1 when z is greater than 1. 5. The process of claim 1 wherein the initial hydrogen pressure at room temperature is from about zero to about 300 psig, the temperature is about 150�� C. to about 350�� C., total reactor pressure at operating temperature is from 50 to 1,500 psig, and reactor time is from 0.5 to 24 hours. 6. The process of claim 1 wherein the catalyst comprises about 2.5 to about 80% reduced metal based on the whole reduced catalyst. 7. The process of claim 1, 2, 3, 4, 5 or 6 wherein the catalytically active metal is nickel. 8. The process of claim 1, 2, 3, 4, 5 or 6 wherein the catalyst support comprises mesoporous materials wherein the mesoporous material is selected from the group comprising M41-S materials. 9. The process of claim 1, 2, 3, 4, 5 or 6 wherein the support material comprises MCM-41. 10. The process of claim 1 wherein the catalyst comprises at least about 10% reduced nickel based on the whole reduced catalyst deposited on a support and characterized by having a BET surface area above 50 m2/g, a micropore volume above about 0.05 cm3/g, the metal loaded catalyst exhibiting a pore size distribution, when normalized for pore of 19.99 nm and less of about 30% or more of pores of up to 4.99 nm, the pore of 5 to up to about 19.99 nm constituting the balance, the alkyl substituted primary amine is selected from the group consisting of isopropyl amine, tertiary-butyl amine, 1-methyl-1-ethyl propyl amine and tertiary-amyl amine, the glycol is selected from the group consisting of diethylene glycol, triethylene glycol, di-isopropylene glycol, the ratio of amine to glycol ranges from about 10:1 to 0.5:1, initial hydrogen pressure at room temperature ranges from zero to 300 psig, temperature range from about 150�� C. to 350�� C., total reactor pressure at operating temperature ranges from about 50 to 1,000 psig, and time ranges from about 0.5 to 24 hours. 11. The process of claim 10 wherein the primary amine is tertiary-butyl amine the polyalkenyl glycol is diethylene glycol, the ratio of amine to glycol ranges from about 3:1 to 1:1, the catalytically active metal is nickel present in an amount in the range of about 10 to about 65 wt % reduced nickel based on the whole reduced catalyst, temperature is in the range of about 160�� C. to about 300�� C., reaction time is in the range of about 1 to 12 hours, and the metal loaded catalyst has a pore size distribution of about 35-100% of pores of up to 4.99 nm, and pores of 5.0 to up to about 19.99 nm constituting the balance, when the pore size distribution is normalized for 19.99 nm and less. 12. The process of claim 1, 10 or 11 wherein the amount of catalyst present with respect to the total amount of reactant is in the range of from about 0.001 to about 10 wt % catalyst based on the weight of the total reactant charge. 13. The process of claim 10 or 11 wherein the catalyst support comprises mesoporous materials wherein the mesoporous material is selected from the group comprising M41-S materials. 14. The process of claim 13 wherein the support material comprises MCM-41.
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이 특허에 인용된 특허 (21)
Heinzelmann Fred J. (Fanwood NJ) Rothblatt Noah S. (New York NY) Glass ; Jr. James P. (Baton Rouge LA) Say Geoffrey R. (Baton Rouge LA) Chludzinski George R. (South Orange NJ) Sartori Guido (Annandal, Absorbent composition containing a severely hindered amino compound and an amine salt and process for the absorption of.
Ho W. S. Winston (Annandale NJ) Sartori Guido (Annandale NJ) Stogryn Eugene L. (Edison NJ), Absorbent composition containing a severely-hindered amine mixture with amine salts and/or aminoacid additives for the a.
Ho W. S. Winston (Annandale NJ) Stogryn Eugene L. (Edison NJ) Sartori Guido (Annandale NJ), Absorbent composition containing severely-hindered amine mixture for the absorption of H2S.
Ho W. S. Winston (Annandale NJ) Sartori Guido (Annandale NJ), Addition of severely-hindered amine salts and/or aminoacids to non-hindered amine solutions for the absorption of H.
Kresge Charles T. (West Chester PA) Leonowicz Michael E. (Medford Lakes NJ) Roth Wieslaw J. (Sewell NJ) Vartuli James C. (West Chester PA), Composition of synthetic porous crystalline material, its synthesis.
Degnan Thomas F. (Moorestown NJ) Dougherty Richard C. (Moorestown NJ) Hatzikos George H. (Mantua NJ) Shih Stuart S. (Cherry Hill NJ) Yan Tsoung Y. (Philadelphia PA), Hydrogenation process.
Apelian Minas R. (Vinceton NJ) Degnan ; Jr. Thomas F. (Moorestown NJ) Marler David O. (Deptford NJ) Mazzone Dominick N. (Wenonah NJ), Hydroprocessing catalyst composition.
Stogryn Eugene L. (Edison NJ) Ho W. S. Winston (Annandale NJ) Montagna Angelo A. (Summit NJ) Sartori Guido (Linden NJ), Process for preparing secondary aminoether alcohols.
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Savage David W. (Summit NJ) Sartori Guido (Linden NJ), Process for the selective removal of hydrogen sulfide from gaseous mixtures with strongly basic tertiary amino compounds.
Kresge Charles T. (West Chester PA) Leonowicz Michael E. (Medford Lakes NJ) Roth Wieslaw J. (Sewell NJ) Vartuli James C. (West Chester PA), Synthetic mesoporous crystaline material.
Kresge Charles T. (West Chester PA) Leonowicz Michael E. (Medford Lakes NJ) Roth Wieslaw J. (Sewell NJ) Vartuli James C. (West Chester PA), Use of amphiphilic compounds to produce novel classes of crystalline oxide materials.
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