公开(公告)号：US20120245268A1

公开(公告)日：2012-09-27

申请号：US13071952

申请日：2011-03-25

申请人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

发明人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

IPC分类号： C08K5/12 ,  C07C69/82 ,  C08L67/02

CPC分类号： C08K5/1345 ,  C07C67/03 ,  C07C67/29 ,  C07C69/82 ,  C08K5/12 ,  Y02P20/582

摘要： A process for making bis(aryloxyalkyl)terephthalates useful as antiplasticizers for thermoplastic polyesters is disclosed. Dimethyl terephthalate is reacted with an excess of an aryloxyalkanol in the presence of a condensation catalyst to produce an intermediate mixture comprising a bis(aryloxyalkyl)terephthalate, a mono(aryloxyalkyl)terephthalate, and unreacted aryloxyalkanol. This mixture continues to react at reduced pressure while unreacted aryloxyalkanol is removed and the mono-ester content is reduced to less than 1 mole % based on the combined amounts of mono- and bis-esters. Both steps are performed substantially in the absence of oxygen. Additional unreacted aryloxyalkanol is then removed to provide a purified bis(aryloxyalkyl)terephthalate having an overall purity of at least 98 mole % and a yellowness index less than 10. Careful control over catalysis, exposure to air, and other process conditions enables the preparation of high yields of bis(aryloxyalkyl)terephthalates that have low color and other valuable attributes. A method of producing bis(aryloxyalkyl)terephthalate articles having improved compressive strength is also disclosed.

摘要翻译： 公开了一种制备用作热塑性聚酯的抗增塑剂的双（芳氧基烷基）对苯二甲酸酯的方法。 在缩合催化剂的存在下，对苯二甲酸二甲酯与过量的芳氧基烷醇反应，以产生包含双（芳氧基烷基）对苯二甲酸酯，单（芳氧基烷基）对苯二甲酸酯和未反应的芳氧基烷醇的中间体混合物。 该混合物在减压下继续反应，同时除去未反应的芳氧基烷醇，并且基于单酯和双酯的组合量，单酯含量降低至小于1摩尔％。 两个步骤基本上在不存在氧的情况下进行。 然后除去另外的未反应的芳氧基烷醇，以提供纯度为至少98摩尔％，黄度指数小于10的纯化双（芳氧基烷基）对苯二甲酸酯。小心控制催化，暴露于空气和其它工艺条件使得能够制备 具有低颜色和其他有价值属性的双（芳氧基烷基）对苯二甲酸酯的高收率。 还公开了一种制备具有改善的抗压强度的双（芳氧基烷基）对苯二甲酸酯制品的方法。

公开(公告)号：US20130085216A1

公开(公告)日：2013-04-04

申请号：US13684541

申请日：2012-11-25

申请人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

发明人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

IPC分类号： C07C67/29

CPC分类号： C08K5/1345 ,  C07C67/03 ,  C07C67/29 ,  C07C69/82 ,  C08K5/12 ,  Y02P20/582

摘要： A process for making bis(aryloxyalkyl)terephthalates useful as antiplasticizers for thermoplastic polyesters is disclosed. Dimethyl terephthalate is reacted with an excess of an aryloxyalkanol in the presence of a condensation catalyst to produce an intermediate mixture comprising a bis(aryloxyalkyl)terephthalate, a mono(aryloxyalkyl)terephthalate, and unreacted aryloxyalkanol. This mixture continues to react at reduced pressure while unreacted aryloxyalkanol is removed and the mono-ester content is reduced to less than 1 mole % based on the combined amounts of mono- and bis-esters. Both steps are performed substantially in the absence of oxygen. Additional unreacted aryloxyalkanol is then removed to provide a purified bis(aryloxyalkyl)terephthalate having an overall purity of at least 98 mole % and a yellowness index less than 10. Careful control over catalysis, exposure to air, and other process conditions enables the preparation of high yields of bis(aryloxyalkyl)terephthalates that have low color and other valuable attributes. A method of producing bis(aryloxyalkyl)terephthalate articles having improved compressive strength is also disclosed.

摘要翻译： 公开了一种制备用作热塑性聚酯的抗增塑剂的双（芳氧基烷基）对苯二甲酸酯的方法。 在缩合催化剂的存在下，对苯二甲酸二甲酯与过量的芳氧基烷醇反应，以产生包含双（芳氧基烷基）对苯二甲酸酯，单（芳氧基烷基）对苯二甲酸酯和未反应的芳氧基烷醇的中间体混合物。 该混合物在减压下继续反应，同时除去未反应的芳氧基烷醇，并且基于单酯和双酯的组合量，单酯含量降低至小于1摩尔％。 两个步骤基本上在不存在氧的情况下进行。 然后除去另外的未反应的芳氧基烷醇，以提供纯度为至少98摩尔％，黄度指数小于10的纯化双（芳氧基烷基）对苯二甲酸酯。仔细控制催化，暴露于空气和其它工艺条件使得能够制备 具有低颜色和其他有价值属性的双（芳氧基烷基）对苯二甲酸酯的高收率。 还公开了一种制备具有改善的抗压强度的双（芳氧基烷基）对苯二甲酸酯制品的方法。

公开(公告)号：US20140155531A1

公开(公告)日：2014-06-05

申请号：US14175911

申请日：2014-02-07

申请人： Rick TABOR ,  Brian K. MIROUS ,  Timothy L. Lambert ,  Michael E. O'BRIEN ,  Matthew I. LEVINSON ,  Daniel J. DERSHOWITZ

发明人： Rick TABOR ,  Brian K. MIROUS ,  Timothy L. Lambert ,  Michael E. O'BRIEN ,  Matthew I. LEVINSON ,  Daniel J. DERSHOWITZ

IPC分类号： C08K5/134

CPC分类号： C08K5/1345 ,  C07C67/03 ,  C07C67/29 ,  C07C69/82 ,  C08K5/12 ,  Y02P20/582

摘要： A process for making bis(aryloxyalkyl)terephthalates useful as antiplasticizers for thermoplastic polyesters is disclosed. Dimethyl terephthalate is reacted with an excess of an aryloxyalkanol in the presence of a condensation catalyst to produce an intermediate mixture comprising a bis(aryloxyalkyl)terephthalate, a mono(aryloxyalkyl)terephthalate, and unreacted aryloxyalkanol. This mixture continues to react at reduced pressure while unreacted aryloxyalkanol is removed and the mono-ester content is reduced to less than 1 mole % based on the combined amounts of mono- and bis-esters. Both steps are performed substantially in the absence of oxygen. Additional unreacted aryloxyalkanol is then removed to provide a purified bis(aryloxyalkyl)terephthalate having an overall purity of at least 98 mole % and a yellowness index less than 10. Careful control over catalysis, exposure to air, and other process conditions enables the preparation of high yields of bis(aryloxyalkyl)terephthalates that have low color and other valuable attributes. A method of producing bis(aryloxyalkyl)terephthalate articles having improved compressive strength is also disclosed.

摘要翻译： 公开了一种制备用作热塑性聚酯的抗增塑剂的双（芳氧基烷基）对苯二甲酸酯的方法。 在缩合催化剂的存在下，对苯二甲酸二甲酯与过量的芳氧基烷醇反应，以产生包含双（芳氧基烷基）对苯二甲酸酯，单（芳氧基烷基）对苯二甲酸酯和未反应的芳氧基烷醇的中间体混合物。 该混合物在减压下继续反应，同时除去未反应的芳氧基烷醇，并且基于单酯和双酯的组合量，单酯含量降低至小于1摩尔％。 两个步骤基本上在不存在氧的情况下进行。 然后除去另外的未反应的芳氧基烷醇，以提供纯度为至少98摩尔％，黄度指数小于10的纯化双（芳氧基烷基）对苯二甲酸酯。小心控制催化，暴露于空气和其它工艺条件使得能够制备 具有低颜色和其他有价值属性的双（芳氧基烷基）对苯二甲酸酯的高收率。 还公开了一种制备具有改善的抗压强度的双（芳氧基烷基）对苯二甲酸酯制品的方法。

公开(公告)号：US08344172B2

公开(公告)日：2013-01-01

申请号：US13071952

申请日：2011-03-25

申请人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

发明人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

IPC分类号： C07C69/76

CPC分类号： C08K5/1345 ,  C07C67/03 ,  C07C67/29 ,  C07C69/82 ,  C08K5/12 ,  Y02P20/582

摘要： A process for making bis(aryloxyalkyl)terephthalates useful as antiplasticizers for thermoplastic polyesters is disclosed. Dimethyl terephthalate is reacted with an excess of an aryloxyalkanol in the presence of a condensation catalyst to produce an intermediate mixture comprising a bis(aryloxyalkyl)terephthalate, a mono(aryloxyalkyl)terephthalate, and unreacted aryloxyalkanol. This mixture continues to react at reduced pressure while unreacted aryloxyalkanol is removed and the mono-ester content is reduced to less than 1 mole % based on the combined amounts of mono- and bis-esters. Both steps are performed substantially in the absence of oxygen. Additional unreacted aryloxyalkanol is then removed to provide a purified bis(aryloxyalkyl)terephthalate having an overall purity of at least 98 mole % and a yellowness index less than 10. Careful control over catalysis, exposure to air, and other process conditions enables the preparation of high yields of bis(aryloxyalkyl)terephthalates that have low color and other valuable attributes. A method of producing bis(aryloxyalkyl)terephthalate articles having improved compressive strength is also disclosed.

公开(公告)号：US08692013B2

公开(公告)日：2014-04-08

申请号：US13684541

申请日：2012-11-25

申请人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

发明人： Rick Tabor ,  Brian K. Mirous ,  Timothy L. Lambert ,  Michael E. O'Brien ,  Matthew I. Levinson ,  Daniel J. Dershowitz

IPC分类号： C07C69/76

CPC分类号： C08K5/1345 ,  C07C67/03 ,  C07C67/29 ,  C07C69/82 ,  C08K5/12 ,  Y02P20/582

摘要： A process for making bis(aryloxyalkyl)terephthalates useful as antiplasticizers for thermoplastic polyesters is disclosed. Dimethyl terephthalate is reacted with an excess of an aryloxyalkanol in the presence of a condensation catalyst to produce an intermediate mixture comprising a bis(aryloxyalkyl)terephthalate, a mono(aryloxyalkyl)terephthalate, and unreacted aryloxyalkanol. This mixture continues to react at reduced pressure while unreacted aryloxyalkanol is removed and the mono-ester content is reduced to less than 1 mole % based on the combined amounts of mono- and bis-esters. Both steps are performed substantially in the absence of oxygen. Additional unreacted aryloxyalkanol is then removed to provide a purified bis(aryloxyalkyl)terephthalate having an overall purity of at least 98 mole % and a yellowness index less than 10. Careful control over catalysis, exposure to air, and other process conditions enables the preparation of high yields of bis(aryloxyalkyl)terephthalates that have low color and other valuable attributes. A method of producing bis(aryloxyalkyl)terephthalate articles having improved compressive strength is also disclosed.

摘要翻译： 公开了一种制备用作热塑性聚酯的抗增塑剂的双（芳氧基烷基）对苯二甲酸酯的方法。 在缩合催化剂的存在下，对苯二甲酸二甲酯与过量的芳氧基烷醇反应，以产生包含双（芳氧基烷基）对苯二甲酸酯，单（芳氧基烷基）对苯二甲酸酯和未反应的芳氧基烷醇的中间体混合物。 该混合物在减压下继续反应，同时除去未反应的芳氧基烷醇，并且基于单酯和双酯的组合量，单酯含量降低至小于1摩尔％。 两个步骤基本上在不存在氧的情况下进行。 然后除去另外的未反应的芳氧基烷醇，以提供纯度为至少98摩尔％，黄度指数小于10的纯化双（芳氧基烷基）对苯二甲酸酯。小心控制催化，暴露于空气和其它工艺条件使得能够制备 具有低颜色和其他有价值属性的双（芳氧基烷基）对苯二甲酸酯的高收率。 还公开了一种制备具有改善的抗压强度的双（芳氧基烷基）对苯二甲酸酯制品的方法。