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1. 发明授权

US4221744A Hydroformylation process employing rhodium-based catalysts comprising ligands having electronegative substituents 失效
标题翻译：使用包含具有负电性取代基的配体的铑基催化剂的羰基化方法
公开(公告)号：US4221744A
公开(公告)日：1980-09-09
申请号：US965680
申请日：1978-12-01
申请人： Jerry D. Unruh
发明人： Jerry D. Unruh
IPC分类号： B01J31/20 , B01J31/24 , C07C45/50 , C07F15/00 , C07F17/02 , C07C45/10
CPC分类号： B01J31/2409 , B01J31/20 , B01J31/24 , B01J31/2452 , C07C45/50 , C07F15/008 , C07F17/02 , B01J2231/321 , B01J2531/822 , B01J2531/842 , B01J2540/225 , B01J31/2295
摘要： An improved process for hydroformylating an ethylenically-unsaturated compound to form an aldehyde derivative thereof in the presence of rhodium hydridocarbonyl in complex combination with an organic ligand, characterized by employing as said organic ligand a compound having two phosphino moieties, one being of the formula: ##STR1## and the other being of the formula: ##STR2## wherein R.sub.1, R.sub.2, R.sub.1 ', and R.sub.2 ' are organic radicals at least one of which contains an electronegative substituent moiety. The presence of the electronegative substituent in the ligand leads to an increased ratio of linear aldehyde to branched-chain aldehyde in the hydroformylation reaction product.
摘要翻译：在与有机配体复合组合的存在下，在氢化铑铑的存在下，将烯键式不饱和化合物加氢甲酰化以形成其醛衍生物的改进方法，其特征在于使用具有两个膦基部分的化合物作为所述有机配体，其中一个具有下式：其中R1，R2，R1'和R2'是其中至少一个含有电负性取代基部分的有机基团。配体中负电性取代基的存在导致加氢甲酰化反应产物中线性醛与支链醛的比例增加。

2. 发明授权

US4139565A Hydroformylation using improved catalysts comprising rhodium and diphosphino ligands 失效
标题翻译：使用包含铑和二磷配体的改进的催化剂进行加氢甲酰化
公开(公告)号：US4139565A
公开(公告)日：1979-02-13
申请号：US783121
申请日：1977-03-31
申请人： Jerry D. Unruh , Leslie E. Wade
发明人： Jerry D. Unruh , Leslie E. Wade
IPC分类号： C07C27/22 , B01J31/00 , B01J31/20 , B01J31/24 , C07B61/00 , C07C27/00 , C07C29/16 , C07C45/00 , C07C45/50 , C07C67/00 , C07C45/08
CPC分类号： C07C45/50 , B01J31/20 , B01J31/2409 , B01J2231/321 , B01J2531/845
摘要： In hydroformylating an ethylenically-unsaturated compound to produce a formyl-substituted derivative using as catalyst rhodium hydrido carbonyl in complex combination with a disphosphino ligand, a high ratio of the normal aldehyde to the iso-aldehyde in the product can be obtained even at very low ratios of ligand to rhodium in the catalyst mixture by using as the ligand a cyclic compound having in the ring two adjacent carbon atoms between the trans position of which the minimum and maximum attainable dihedral angels are, respectively, at least about 90.degree. and not more than about 180.degree., each of these adjacent carbon atoms being substituted with a phosphinomethyl group, the phosphinomethyl groups being in trans relationship to one another. If there are maintained in the reaction zone at least about 1.5 moles of the ligand per atom of rhodium, the desired results are obtained and higher ligand:rhodium ratios are not necessary.
摘要翻译：在加氢甲酰化烯键式不饱和化合物以产生甲酰取代的衍生物，使用与分配膦配位体复合组合的催化剂铑氢化羰基，即使在非常低的情况下也可以获得产物中正醛与异醛的高比例通过使用作为配位体的配位体与铑的比例，其中环状化合物在环的两个相邻碳原子之间的最小和最大可达到的二面角分别为至少约90°而不是更多大约180°，这些相邻碳原子中的每一个都被膦基甲基取代，膦基甲基彼此反应。如果在反应区中保持每个原子铑至少约1.5摩尔的配体，则获得所需的结果，并且不需要更高的配体：铑比。

3. 发明授权

US5789624A Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands 失效
标题翻译：用氟取代的二齿膦配体合成和加氢甲酰化
公开(公告)号：US5789624A
公开(公告)日：1998-08-04
申请号：US630813
申请日：1996-04-10
申请人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
发明人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
IPC分类号： B01J31/24 , C07B61/00 , C07C45/50 , C07C47/02 , C07C67/347 , C07F9/46 , C07F9/50 , C07C45/49
CPC分类号： B01J31/2409 , B01J31/2457 , C07C45/50 , C07C67/347 , C07F9/46 , C07F9/5027 , C07F9/5077 , C07F9/509 , B01J2231/321 , B01J2531/822 , B01J2540/22 , B01J2540/225 , B01J31/20
摘要： Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbomane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.
摘要翻译：在铑络合物催化剂存在下，烯烃向醛的羰基化改进了通过加入式（IMAGE）的新型二齿配体，其中R 1，R 2，R 1'和R 2'是选自脂环族，脂族和芳族基团的有机基团其中至少一个优选被至少一个电负性部分取代，并且亚甲基存在于降冰片烷部分上的反式-2,3位。本发明还提供了一种生产二齿配体和新的中间体氧化膦和次膦酸化合物的新方法。

4. 发明授权

US5773661A Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands 失效
公开(公告)号：US5773661A
公开(公告)日：1998-06-30
申请号：US922162
申请日：1997-09-02
申请人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
发明人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
IPC分类号： B01J31/24 , C07B61/00 , C07C45/50 , C07C47/02 , C07C67/347 , C07F9/46 , C07F9/50 , C07F9/52
CPC分类号： B01J31/2409 , B01J31/2457 , C07C45/50 , C07C67/347 , C07F9/46 , C07F9/5027 , C07F9/5077 , C07F9/509 , B01J2231/321 , B01J2531/822 , B01J2540/22 , B01J2540/225 , B01J31/20
摘要： Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.

5. 发明授权

US5567856A Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands 失效
标题翻译：用氟取代的二齿膦配体合成和加氢甲酰化
公开(公告)号：US5567856A
公开(公告)日：1996-10-22
申请号：US453283
申请日：1995-05-30
申请人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
发明人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
IPC分类号： B01J31/24 , C07B61/00 , C07C45/50 , C07C47/02 , C07C67/347 , C07F9/46 , C07F9/50 , C07C45/49
CPC分类号： B01J31/2409 , B01J31/2457 , C07C45/50 , C07C67/347 , C07F9/46 , C07F9/5027 , C07F9/5077 , C07F9/509 , B01J2231/321 , B01J2531/822 , B01J2540/22 , B01J2540/225 , B01J31/20
摘要： Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.
摘要翻译：在铑络合物催化剂存在下，烯烃向醛的羰基化改进了通过加入式（IMAGE）的新型二齿配体，其中R 1，R 2，R 1'和R 2'是选自脂环族，脂族和芳族基团的有机基团其中至少一个优选被至少一个电负性部分取代，并且亚甲基存在于降冰片烷部分上的反式-23位。本发明还提供了一种生产二齿配体和新的中间体氧化膦和次膦酸化合物的新方法。

6. 发明授权

US5093537A Method for the manufacture of 1,3-propanediol 失效
标题翻译： 1,3-丙二醇的制造方法
公开(公告)号：US5093537A
公开(公告)日：1992-03-03
申请号：US735391
申请日：1991-07-24
申请人： Jerry D. Unruh , Debra A. Ryan , Ioan Nicolau
发明人： Jerry D. Unruh , Debra A. Ryan , Ioan Nicolau
IPC分类号： B01J25/02 , B01J29/08 , C07B61/00 , C07C29/14 , C07C29/141 , C07C31/20 , C07C45/64
CPC分类号： C07C29/141 , C07C45/64
摘要： 1,3-Propanediol is manufactured by the hydration of acrolein in an aqueous solution over a fully hydrated, alumina-bound zeolite with a pore size >5 angstroms to form 3-hydroxypropanal and hydrogenation of the 3-hydroxypropanal typically in an aqueous solution in the presence of a nickel catalyst.
摘要翻译： 1,3-丙二醇是通过在水溶液中水合丙烯醛制得的，该水溶液在孔水分大约为5埃的完全水合氧化铝结合的沸石上形成3-羟基丙醛，通常在水溶液中氢化3-羟基丙醛镍催化剂的存在。

7. 发明授权

US4152344A Phosphino-ferrocene ligands 失效
标题翻译：磷卟啉配基
公开(公告)号：US4152344A
公开(公告)日：1979-05-01
申请号：US822859
申请日：1977-08-08
申请人： Jerry D. Unruh
发明人： Jerry D. Unruh
IPC分类号： B01J31/00 , C07B61/00 , C07C45/00 , C07C45/50 , C07C67/00 , C07F17/02
CPC分类号： C07F17/02 , C07C45/50
摘要： An improved process for hydroformylating an ethylenically-unsaturated compound to form an aldehyde derivative thereof in the presence of rhodium hydridocarbonyl in complex combination with an organic ligand, characterized by employing as said organic ligand a compound having two phosphino moieties, one being of the formula: ##STR1## and the other being of the formula: ##STR2## wherein R.sub.1, R.sub.2, R.sub.1 ', and R.sub.2 ' are organic radicals at least one of which contains an electronegative substituent moiety. The presence of the electronegative substituent in the ligand leads to an increased ratio of linear aldehyde to branched-chain aldehyde in the hydroformylation reaction product.

8. 发明授权

US5710338A Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands 失效
公开(公告)号：US5710338A
公开(公告)日：1998-01-20
申请号：US630316
申请日：1996-04-10
申请人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
发明人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
IPC分类号： B01J31/24 , C07B61/00 , C07C45/50 , C07C47/02 , C07C67/347 , C07F9/46 , C07F9/50 , C07F9/52
CPC分类号： B01J31/2409 , B01J31/2457 , C07C45/50 , C07C67/347 , C07F9/46 , C07F9/5027 , C07F9/5077 , C07F9/509 , B01J2231/321 , B01J2531/822 , B01J2540/22 , B01J2540/225 , B01J31/20
摘要： Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.

9. 发明授权

US5616785A Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands 失效
标题翻译：用氟取代的二齿膦配体合成和加氢甲酰化
公开(公告)号：US5616785A
公开(公告)日：1997-04-01
申请号：US630145
申请日：1996-04-10
申请人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
发明人： Jerry D. Unruh , Brigitte E. Segmuller , Gabriel R. Chapa , Kent E. Pryor
IPC分类号： B01J31/24 , C07B61/00 , C07C45/50 , C07C47/02 , C07C67/347 , C07F9/46 , C07F9/50 , C07F9/28
CPC分类号： B01J31/2409 , B01J31/2457 , C07C45/50 , C07C67/347 , C07F9/46 , C07F9/5027 , C07F9/5077 , C07F9/509 , B01J2231/321 , B01J2531/822 , B01J2540/22 , B01J2540/225 , B01J31/20
摘要： Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1.sup.' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.
摘要翻译：在铑络合物催化剂存在下，将烯烃加氢甲酰化成醛，通过加入式（IMAGE）的新型二齿配位体，其中R 1，R 2，R 1'是选自脂环族，脂族和芳族基团的有机基团，其在至少一个优选被至少一个电负性部分取代，亚甲基存在于降冰片烷部分的反式-23位。本发明还提供了一种生产二齿配体和新的中间体氧化膦和次膦酸化合物的新方法。

10. 再颁专利

USRE34349E Method for the manufacture of 1,3-propanediol 失效
公开(公告)号：USRE34349E
公开(公告)日：1993-08-17
申请号：US869572
申请日：1992-04-15
申请人： Jerry D. Unruh , Debra A. Ryan , Ioan Nicolau
发明人： Jerry D. Unruh , Debra A. Ryan , Ioan Nicolau
IPC分类号： C07C29/141 , C07C45/64
CPC分类号： C07C29/141 , C07C45/64
摘要： 1,3-Propanediol is manufactured by the hydration of acrolein in an aqueous solution over a fully hydrated, alumina-bound zeolite with a pore size >5 angstroms to form 3-hydroxypropanal and hydrogenation of the 3-hydroxypropanal typically in an aqueous solution in the presence of a nickel catalyst.

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