公开(公告)号：AT93829T

公开(公告)日：1993-09-15

申请号：AT90113908

申请日：1990-07-20

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: C07C29/04 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

公开(公告)号：DE59100082D1

公开(公告)日：1993-05-19

申请号：DE59100082

申请日：1991-10-25

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: B01J31/08 ,  C07B61/00 ,  C07C29/04 ,  C07C29/14 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

Abstract: The process is based on the hydration of acrolein in the presence of a chelate-forming ion exchanger resin based on polystyrene/divinylbenzene as a catalyst and the subsequent hydrogenation of the 3-hydroxypropionaldehyde-containing reaction mixture which is freed of unreacted acrolein. Owing to the use of chelate-forming ion exchangers containing anchor groups, of the general formula in which Z = H, C1-C6-alkyl, -CH2-CH(CH3)-Y' or -(CH2)o-Y' and Y and/or Y' = -COOH, -OH, pyridyl or -P-(O)(CH2OH)OH, the hydration proceeds at lower temperatures with a higher space-time yield and in particular a higher selectivity than when using previously known ion exchangers. Particularly suitable resins are those containing methyleneimino diacetic acid anchor groups in the H form or partially doped with alkali metal, alkaline earth metal or earth metal ions.

公开(公告)号：DE3926136A1

公开(公告)日：1991-02-14

申请号：DE3926136

申请日：1989-08-08

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: C07C29/04 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

Abstract: A method for preparing 1,3-propanediol is disclosed which comprises the hydration of acrolein in the presence of an acidic cation exchanger resin and the hydrogenation of the 3-hydroxypropionaldehyde obtained in the first stage. The volume-time yield was able to be increased in the hydration stage by using a cation exchanger resin with phosphonic acid groups, preferably a cation exchanger with chelating aminophosphonic acid groups. The hydrogenation catalyst can be repeatedly reused without appreciable loss of activity.

公开(公告)号：DE4218282A1

公开(公告)日：1993-12-09

申请号：DE4218282

申请日：1992-06-03

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  WIEGAND NORBERT DR ,  ARNTZ DIETRICH DR

IPC: B01J23/46 ,  B01J23/755 ,  B01J25/02 ,  C07B61/00 ,  C07C29/14 ,  C07C29/141 ,  C07C31/20 ,  B01J23/42

Abstract: 1,3-propanediol prepared according to known methods by catalytic hydrogenation of 3-hydroxypropionaldehyde (HPA) obtainable from acrolein has a high residual carbonyl content and leads to problems in the preparation of poly(1,3-propylene glycol terephthalate). According to the invention, 1,3-propanediol can be prepared with a residual carbonyl content, calculated as propionaldehyde, of below 500 ppm, usually below 100 ppm, in the presence of a fixed-bed or suspension hydrogenation catalyst at an H2 pressure of 5 to 300 bar, if the hydrogenation is carried out to an HPA conversion rate in the region of 50 to 95% at 30 to 80 DEG C and the further hydrogenation is carried out up to essentially 100% HPA conversion at 100 to 180 DEG C.

公开(公告)号：BR9105175A

公开(公告)日：1992-07-21

申请号：BR9105175

申请日：1991-11-28

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: B01J31/08 ,  C07B61/00 ,  C07C29/04 ,  C07C29/14 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

Abstract: The process is based on the hydration of acrolein in the presence of a chelate-forming ion exchanger resin based on polystyrene/divinylbenzene as a catalyst and the subsequent hydrogenation of the 3-hydroxypropionaldehyde-containing reaction mixture which is freed of unreacted acrolein. Owing to the use of chelate-forming ion exchangers containing anchor groups, of the general formula in which Z = H, C1-C6-alkyl, -CH2-CH(CH3)-Y' or -(CH2)o-Y' and Y and/or Y' = -COOH, -OH, pyridyl or -P-(O)(CH2OH)OH, the hydration proceeds at lower temperatures with a higher space-time yield and in particular a higher selectivity than when using previously known ion exchangers. Particularly suitable resins are those containing methyleneimino diacetic acid anchor groups in the H form or partially doped with alkali metal, alkaline earth metal or earth metal ions.

公开(公告)号：DE4038192A1

公开(公告)日：1992-06-04

申请号：DE4038192

申请日：1990-11-30

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: B01J31/08 ,  C07B61/00 ,  C07C29/04 ,  C07C29/14 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

Abstract: The process is based on the hydration of acrolein in the presence of a chelate-forming ion exchanger resin based on polystyrene/divinylbenzene as a catalyst and the subsequent hydrogenation of the 3-hydroxypropionaldehyde-containing reaction mixture which is freed of unreacted acrolein. Owing to the use of chelate-forming ion exchangers containing anchor groups, of the general formula in which Z = H, C1-C6-alkyl, -CH2-CH(CH3)-Y' or -(CH2)o-Y' and Y and/or Y' = -COOH, -OH, pyridyl or -P-(O)(CH2OH)OH, the hydration proceeds at lower temperatures with a higher space-time yield and in particular a higher selectivity than when using previously known ion exchangers. Particularly suitable resins are those containing methyleneimino diacetic acid anchor groups in the H form or partially doped with alkali metal, alkaline earth metal or earth metal ions.

公开(公告)号：DE59301845D1

公开(公告)日：1996-04-18

申请号：DE59301845

申请日：1993-05-05

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  WIEGAND NORBERT DR ,  ARNTZ DIETRICH DR

IPC: B01J23/46 ,  B01J23/755 ,  B01J23/42 ,  B01J25/02 ,  C07B61/00 ,  C07C29/14 ,  C07C29/141 ,  C07C31/20

Abstract: 1,3-propanediol prepared according to known methods by catalytic hydrogenation of 3-hydroxypropionaldehyde (HPA) obtainable from acrolein has a high residual carbonyl content and leads to problems in the preparation of poly(1,3-propylene glycol terephthalate). According to the invention, 1,3-propanediol can be prepared with a residual carbonyl content, calculated as propionaldehyde, of below 500 ppm, usually below 100 ppm, in the presence of a fixed-bed or suspension hydrogenation catalyst at an H2 pressure of 5 to 300 bar, if the hydrogenation is carried out to an HPA conversion rate in the region of 50 to 95% at 30 to 80 DEG C and the further hydrogenation is carried out up to essentially 100% HPA conversion at 100 to 180 DEG C.

公开(公告)号：DK0412337T3

公开(公告)日：1993-11-01

申请号：DK90113908

申请日：1990-07-20

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: C07C29/04 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

Abstract: A method for preparing 1,3-propanediol is disclosed which comprises the hydration of acrolein in the presence of an acidic cation exchanger resin and the hydrogenation of the 3-hydroxypropionaldehyde obtained in the first stage. The volume-time yield was able to be increased in the hydration stage by using a cation exchanger resin with phosphonic acid groups, preferably a cation exchanger with chelating aminophosphonic acid groups. The hydrogenation catalyst can be repeatedly reused without appreciable loss of activity.

公开(公告)号：DE59002540D1

公开(公告)日：1993-10-07

申请号：DE59002540

申请日：1990-07-20

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: C07C29/04 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

Abstract: A method for preparing 1,3-propanediol is disclosed which comprises the hydration of acrolein in the presence of an acidic cation exchanger resin and the hydrogenation of the 3-hydroxypropionaldehyde obtained in the first stage. The volume-time yield was able to be increased in the hydration stage by using a cation exchanger resin with phosphonic acid groups, preferably a cation exchanger with chelating aminophosphonic acid groups. The hydrogenation catalyst can be repeatedly reused without appreciable loss of activity.

公开(公告)号：ES2058698T3

公开(公告)日：1994-11-01

申请号：ES90113908

申请日：1990-07-20

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  WIEGAND NORBERT DR

IPC: C07C29/04 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64

Abstract: A method for preparing 1,3-propanediol is disclosed which comprises the hydration of acrolein in the presence of an acidic cation exchanger resin and the hydrogenation of the 3-hydroxypropionaldehyde obtained in the first stage. The volume-time yield was able to be increased in the hydration stage by using a cation exchanger resin with phosphonic acid groups, preferably a cation exchanger with chelating aminophosphonic acid groups. The hydrogenation catalyst can be repeatedly reused without appreciable loss of activity.