Abstract: The present invention provides a unique and novel way of producing carbinols such as 4-hydroxyphenylmethylcarbinol (HPMC). In this new process, a ketone such as 4-hydroxyacetophenone (4-HAP) is heated under suitable hydrogenation conditions of temperature and pressure in the presence of a suitable catalyst and for a sufficient period of time to form HPMC.
Type:
Grant
Filed:
March 17, 1995
Date of Patent:
March 12, 1996
Assignee:
Hoechst Celanese Corporation
Inventors:
James R. Sounik, Graham N. Mott, Charles B. Hilton
Abstract: A process for preparing 6-chloro-2-hexanone which comprises the steps of (a) dehydrating cyclohexanol in the presence of a suitable catalyst and at a suitable temperature and for a sufficient period of time to form cyclohexene; (b) rearranging said cyclohexene at a higher temperature than in step (a) in the presence of a suitable catalyst and for a sufficient period of time to form 1-methylcyclopentene; (c) hydrating said 1-methylcyclopentene at a temperature lower than step (b) and in the presence of a resin catalyst for a sufficient period of time to form 1-methylcyclopentanol; (d) reacting said 1-methylcylcopentanol with a suitable amount of an alkali metal hypochlorite in the presence of a carboxylic acid to form 1-methylcyclopentyl hypochlorite; and (e) heating said 1-methylcyclopentyl hypochlorite for a sufficient period of time to form 6-chloro-2-hexanone.
Type:
Grant
Filed:
February 28, 1995
Date of Patent:
March 12, 1996
Assignee:
Hoechst Celanese Corporation
Inventors:
Diane E. Allen, Ramakrishnan Chidambaram
Abstract: The present invention provides a unique and novel way of producing vinyl phenols such as p-vinyl phenol (4-hydroxystyrene--HSM). In this new process, p-.alpha.-aminoethylphenol (AEP) is heated under suitable deamination conditions of temperature and pressure and for a sufficient period of time to form the 4-hydroxystyrene (HSM).
Type:
Grant
Filed:
December 19, 1994
Date of Patent:
February 20, 1996
Assignee:
Hoechst Celanese Corporation
Inventors:
James R. Sounik, William W. Wilkison, III, Keith M. Russ
Abstract: A process for preparing 6-chloro-2-hexanone which comprises the steps of (a) oxidizing methylcyclopentane with ozone in the presence of a carboxylic acid and for a sufficient period of time to form 1-methylcyclopentanol; (b) reacting said 1-methylcyclopentanol with a suitable amount of an alkali metal hypochlorite in the presence of a carboxylic acid to form 1-methylcyclopentyl hypochlorite; and (c) heating said 1-methylcyclopentyl hypochlorite for a sufficient period of time to form 6-chloro-2-hexanone.
Type:
Grant
Filed:
February 28, 1995
Date of Patent:
February 13, 1996
Assignee:
Hoechst Celanese Corporation
Inventors:
Diane E. Allen, Charles E. Tucker, Charles C. Hobbs, Ramakrishnan Chidambaram
Abstract: The present invention provides a novel process for preparing cyclic ketones, such as indanones, which comprises the steps of (a) subjecting a substituted ketone to suitable methylenation conditions in the presence of a methylene transfer agent and an acylating agent for a sufficient period of time and under suitable conditions of temperature and pressure to form the corresponding alpha, beta unsaturated ketone, and (b) subjecting said unsaturated ketone to suitable cyclization conditions in the presence of a suitable acid or base for a sufficient period of time and under suitable conditions of temperature and pressure to form said cyclic ketones.
Abstract: A catalytic process for preparing 4-hydroxyacetophenone oxime by reacting 4-hydroxyacetophenone with NH.sub.3 and H.sub.2 O.sub.2 in the liquid phase, in the presence of a catalyst substantially consisting of a titanium-containing molecular sieve such as a highly crystalline substance, containing SiO.sub.2 and having a zeolitic structure.
Type:
Grant
Filed:
October 31, 1994
Date of Patent:
November 14, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Kenneth G. Davenport, Roger A. Sheldon, Joel Le Bars, Werner H. Mueller
Abstract: Arylketoamines are prepared by reacting arylisonitrosoalkanones with hydrogen in the presence of a transition metal catalyst and a liquid carboxylic acid at a temperature of less than about 600.degree. C.
Type:
Grant
Filed:
November 30, 1994
Date of Patent:
November 14, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Ahmed M. Tafesh, George Kvakovszky, Charlet R. Lindley
Abstract: The present invention provides novel substituted biphenyl pyrazines or pyrazine derivatives ("BPD") which are functional and have useful application as a monomer for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides; and as pigments for coating compositions such as paints.
Type:
Grant
Filed:
October 19, 1994
Date of Patent:
November 7, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Richard Vicari, George Kvakovszky, Olan S. Fruchey, Hans J. Metz
Abstract: The present invention provides novel substituted biphenyl pyrazines or pyrazine derivatives ("BPD") which are functional and have useful application as a monomer for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides; and as pigments for coating compositions such as paints. These BPD have the general formula: ##STR1## wherein R.sub.1 -R.sub.8 and n are defined herein.
Type:
Grant
Filed:
October 19, 1994
Date of Patent:
November 7, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Richard Vicari, George Kvakovszky, Olan S. Fruchey
Abstract: The present invention provides a unique and novel way of producing vinyl phenols such as poly(4-hydroxystyrene) (PHS). In this new process, p-.alpha.-aminoethylphenol (AEP) is heated under suitable conditions of temperature and pressure and for a sufficient period of time to form the poly(4-hydroxystyrene) (PHS).
Type:
Grant
Filed:
December 19, 1994
Date of Patent:
October 31, 1995
Assignee:
Hoechst Clanese Corporation
Inventors:
James R. Sounik, William W. Wilkison, III, Keith M. Russ
Abstract: A compound, method of manufacture and method for use of an alternating copolymer having the structure ##STR1## wherein X is independently H, C.sub.1 to C.sub.10 alkyl or alkoxy, primary or secondary amino or halogen, and R is aliphatic, cycloaliphatic, or aliphatic heterocyclic, and wherein the molecular weight ranges from about 1,000 to 50,000.
Abstract: The present invention provides a unique and novel way of producing 4-acetoxystyrene. In this new process, 4-hydroxystyrene is acetylated, in the presence of an acetylation agent, under suitable conditions of temperature and pressure and for a sufficient period of time to form acetoxystyrene.
Type:
Grant
Filed:
December 19, 1994
Date of Patent:
October 31, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
James R. Sounik, William W. Wilkison, III, Keith M. Russ, Lynn Massarelli
Abstract: The present invention provides novel substituted pyrazines or pyrazine derivatives ("NPD") which are functional and have useful application as a monomer for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides. These NPD have the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are defined herein.
Type:
Grant
Filed:
February 4, 1994
Date of Patent:
October 17, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
George Kvakovszky, Richard Vicari, Ahamed M. Tafesh, Kathleen N. Juneau, Olan S. Fruchey, Joseph A. McDonough, Debasish Kuila
Abstract: Arylketoamines are prepared by reacting arylisonitrosoalkanones with hydrogen in the presence of a transition metal catalyst and a liquid carboxylic acid at a temperature of less than about 60.degree. C.
Type:
Grant
Filed:
August 23, 1994
Date of Patent:
October 10, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Ahmed M. Tafesh, George Kvakovszky, Charlet R. Lindley
Abstract: The present invention provides a unique and novel way of producing vinyl phenols such as poly(4-hydroxystyrene) (PHS). In this new process, 4-hydroxyphenylmethylcarbinol (HPMC) is heated under suitable conditions of temperature and pressure and for a sufficient period of time to form the poly (4-hydroxystyrene) (PHS).
Type:
Grant
Filed:
March 17, 1995
Date of Patent:
September 26, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
James R. Sounik, Graham N. Mott, Charles B. Hilton
Abstract: The present invention provides a unique and novel way of producing polyhydroxystyrene which comprises the steps of (a) heating 4-hydroxyacetophenone under suitable hydrogenation conditions of temperature and pressure in the presence of a suitable palladium catalyst and for a sufficient period of time to form 4-hydroxyphenylmethylcarbinol; (b) heating 4-hydroxyphenylmethylcarbinol under suitable conditions of temperature and pressure and for a sufficient period of time to form said polyhydroxystyrene.
Type:
Grant
Filed:
March 1, 1995
Date of Patent:
September 26, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
James R. Sounik, Graham N. Mott, Charles B. Hilton
Abstract: An arylisonitrosoalkanone is hydrogenated in the presence of a noble metal catalyst and a weak carboxylic acid to form an arylalkanolamine which is then hydrogenated in the presence of a strong mineral acid and the transition metal catalyst to form an arylalkylamine. When the arylisonitrosoalkanone is an isonitrosoacetophenone, the isonitrosoacetophenone is prepared by one of two methods.In the first method, a substituted or an unsubstituted isonitrosoacetophenone is prepared from a corresponding substituted or unsubstituted acetophenone by oxidizing the acetophenone to form a substituted or an unsubstituted phenylglyoxalacetal in a reactor, hydrolyzing the phenylglyoxal acetal in the same reactor to form a corresponding substituted or unsubstituted phenylglyoxal, and condensing the phenylglyoxal with hydroxylamine or a salt thereof in the same reactor to form the substituted or unsubstituted isonitrosoacetophenone.
Type:
Grant
Filed:
January 19, 1994
Date of Patent:
July 4, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Joseph A. McDonough, Ahmed M. Tafesh, Olan S. Fruchey
Abstract: The present invention provides new polymer compositions which contain novel substituted pyrazines or pyrazine derivatives ("NPD") which are functional and have useful application as a monomer (co-monomer) for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides. These NPD have the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are defined herein.
Type:
Grant
Filed:
November 1, 1994
Date of Patent:
July 4, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
George Kvakovszky, Richard Vicari, Olan S. Fruchey, Ahmed M. Tafesh, Charles B. Hilton
Abstract: Di-amines endowed with chain extension activity for formulations such as polyureas and polyurethanes are disclosed, and which have the general formula: ##STR1## wherein n is 0-1000 and m is 0-100; R.sub.1, R.sub.2, R.sub.5, and R.sub.6 are each independently selected from the group consisting of H, --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 OH, and --CH.sub.2 --CH.sub.2 --OH; and R.sub.3 and P.sub.4 are each independently selected from the group consisting of --C.sub.2 H.sub.4 --; and --C.sub.3 H.sub.6 --; and the diasteromeric salts thereof.
Type:
Grant
Filed:
July 20, 1994
Date of Patent:
June 13, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Michael T. Sheehan, James R. Sounik, Bret F. Hann
Abstract: Substituted phenyl compounds endowed with chain extension activity for formulations such as polyurethanes are disclosed, and which have the general formula: ##STR1## wherein n is 1-1000 and m is 1-100; and R.sub.1 and R.sub.2 are each independently selected from the group --C.sub.2 H.sub.4 -- and --C.sub.3 H.sub.6 --; and R.sub.3 is from the group consisting of: ##STR2## and the diasteromeric salts thereof.
Type:
Grant
Filed:
March 31, 1994
Date of Patent:
June 6, 1995
Assignee:
Hoechst Celanese Corporation
Inventors:
Michael T. Sheehan, James R. Sounik, William W. Wilkison, III