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公开(公告)号:US09056964B2
公开(公告)日:2015-06-16
申请号:US14175911
申请日:2014-02-07
Applicant: Stepan Company
Inventor: Rick Tabor , Brian K. Mirous , Timothy L. Lambert , Michael E. O'Brien , Matthew I. Levinson , Daniel J. Dershowitz
CPC classification number: C08K5/1345 , C07C67/03 , C07C67/29 , C07C69/82 , C08K5/12 , Y02P20/582
Abstract: 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.
Abstract translation: 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。
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公开(公告)号:US11667821B2
公开(公告)日:2023-06-06
申请号:US17348199
申请日:2021-06-15
Applicant: STEPAN COMPANY
Inventor: Michael E. O'Brien , Warren A. Kaplan , Jennifer S. Westfall
IPC: C09J163/04 , C08G59/42 , C08G59/62 , C09J163/00
CPC classification number: C09J163/04
Abstract: One-component (1K) adhesive compositions (“PEEP” compositions) and a process for making them are disclosed. A polyepoxide is reacted with a polyether polyol composition, a polyester polyol composition, or both in the presence of a heat-activated Lewis acid catalyst at a temperature within the range of 100° C. to 220° C. for a time effective to cure the adhesive. The compositions are storage-stable under ambient conditions. Compared with conventional epoxy compositions, the 1K PEEP compositions offer improved room temperature lap shear strength, better resilience, and higher elongation. The 1K PEEP systems deliver a desirable balance of physical and mechanical properties while avoiding polyisocyanates and polyamine crosslinkers.
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公开(公告)号:US11919993B2
公开(公告)日:2024-03-05
申请号:US16936006
申请日:2020-07-22
Applicant: Stepan Company
Inventor: Michael E. O'Brien , Jeffrey R. Janos
IPC: C08G18/42 , C08G18/76 , C08G18/78 , C09D175/06
CPC classification number: C08G18/4219 , C08G18/4241 , C08G18/7664 , C08G18/7831 , C09D175/06 , C08G2150/00
Abstract: Polyester polyols for use in low-VOC polyurethane compositions are disclosed. The polyester polyols are the reaction product of at least one aliphatic polycarboxylic acid, at least one alkoxylated polyalcohol having a functionality of 2.0 or greater, and one or more polyalcohols other than an alkoxylated polyalcohol. The polyester polyols can be formulated into polyurethane compositions to obtain a polyurethane having a low VOC content. The polyurethane composition is particularly suitable for polyurethane coating applications.
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公开(公告)号:US20200347176A1
公开(公告)日:2020-11-05
申请号:US16936006
申请日:2020-07-22
Applicant: Stepan Company
Inventor: Michael E. O'Brien , Jeffrey R. Janos
IPC: C08G18/42 , C09D175/06 , C08G18/78 , C08G18/76
Abstract: Polyester polyols for use in low-VOC polyurethane compositions are disclosed. The polyester polyols are the reaction product of at least one aliphatic polycarboxylic acid, at least one alkoxylated polyalcohol having a functionality of 2.0 or greater, and one or more polyalcohols other than an alkoxylated polyalcohol. The polyester polyols can be formulated into polyurethane compositions to obtain a polyurethane having a low VOC content. The polyurethane composition is particularly suitable for polyurethane coating applications.
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公开(公告)号:US11970571B2
公开(公告)日:2024-04-30
申请号:US17510637
申请日:2021-10-26
Applicant: STEPAN COMPANY
Inventor: Michael E. O'Brien , Warren A. Kaplan , Sarah Wolek , Jennifer S. Westfall , Calvin Gang
IPC: C08G59/06 , C08G59/24 , C08G59/42 , C08G59/62 , C08G59/68 , C08G59/72 , C08G65/331 , C08L67/02 , C08L71/08 , G10K11/162
CPC classification number: C08G59/063 , C08G59/245 , C08G59/686 , C08G59/72 , C08L67/02 , C08L71/08 , C08G2170/00 , C08G2350/00
Abstract: Noise, vibration, or harshness (NVH) properties of an industrial or consumer product are reduced by incorporating therein an effective amount of a polyether- or polyester-epoxide polymer (PEEP) composition. The PEEP compositions are one-component or two-component reaction products of a polyepoxide compound and a polyol composition. The PEEP compositions have a glass-transition temperature within the range of −50° C. to 50° C. and a loss factor of at least 0.5 by ASTM D5992 over a temperature range of at least 15 Celsius degrees at one or more frequencies within the range of 0.1 to 10,000 Hz. The PEEP compositions provide NVH damping over a broad temperature range, have improved flexibility compared with conventional epoxy technologies, avoid amine and isocyanate reactants, and can be tailored to meet target specifications.
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