公开(公告)号：US20170198165A1

公开(公告)日：2017-07-13

申请号：US14991625

申请日：2016-01-08

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Mareva B. FEVRE ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: C09D161/22 ,  C03C17/34 ,  B05D7/00

CPC classification number: B05D7/542 ,  B05D1/02 ,  B05D1/18 ,  B05D1/36 ,  B05D1/38 ,  B05D3/0254 ,  B05D2201/00 ,  B05D2202/00 ,  B05D2203/30 ,  B05D2203/35 ,  B05D2256/00 ,  B29C64/00 ,  C01B32/168 ,  C03C17/3405 ,  C03C2218/111 ,  C03C2218/112 ,  C03C2218/32 ,  C09D161/22

Abstract: Polymeric coatings and methods of forming polymeric coatings are described. In a method of forming a polymeric coating a first layer is deposited on a substrate. The first layer includes at least one highly soluble diamine component. A second layer is formed on the substrate to contact the first layer. The second layer includes paraformaldehyde and an aromatic diamine including two primary amine groups. Once formed, the first and second layers are heated. Heating causes the components of the first and second layers to cure. For example, the paraformaldehyde from the second layer diffuses into the first layer and reacts via hemiaminal-type chemistry with the high soluble diamine component. The coatings may be substantially homogenous or comprise a compositional gradient in thickness or along the substrate plane depending on deposition methods and other processing parameters.

公开(公告)号：US20170174832A1

公开(公告)日：2017-06-22

申请号：US15449526

申请日：2017-03-03

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Joseph KUCZYNSKI ,  Timothy C. MAULDIN

IPC: C08G63/692

CPC classification number: C08G63/12 ,  C08G63/6924 ,  C08G63/78 ,  C08K5/49 ,  C09D5/18

Abstract: In an example, a process for the production of a flame-retardant polymer is disclosed. The process includes reacting a polyol with a phosphorus-containing material to produce a phosphorus-functionalized polyol derivative. The process further includes reacting the phosphorus-functionalized polyol derivative with a polyacid to form the flame-retardant polymer. Phosphorus is chemically bound to a polymer chain of the flame-retardant polymer.

公开(公告)号：US20170145156A1

公开(公告)日：2017-05-25

申请号：US14952697

申请日：2015-11-25

Applicant: International Business Machines Corporation ,  Board of Trustees of the Leland Stanford Junior University

Inventor： Timothy BLAKE ,  Dylan J. BODAY ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Robert M. WAYMOUTH ,  Rudy J. WOJTECKI

IPC: C08G63/82 ,  C08G63/08 ,  C07D487/08 ,  C07C319/18 ,  C07C323/25

CPC classification number: C08G63/823 ,  C07B2200/07 ,  C07C319/18 ,  C07C323/25 ,  C07D487/08 ,  C08G63/08

Abstract: Methods of metal-free synthesis of a compound for catalysis include mixing an aniline of the general structure (1): with an aldehyde to form a reaction mixture, and performing a synthesis using the reaction mixture. Each instance of R may be independently an electron withdrawing group. The compound is a thioaminal or a Tröger's base. Polymerization catalysts, or mixtures comprising polymerization catalysts, include the general structure (2): Each instance of R may be independently selected from the group consisting of —H, —F, —CF3, —NO2, —Cl, —Br, —I, and nitrile. R′ may be linear or branched alkyl.

公开(公告)号：US20170145143A1

公开(公告)日：2017-05-25

申请号：US15423323

申请日：2017-02-02

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: C08G12/08

CPC classification number: C08G12/043 ,  C08G12/06 ,  C08G12/08 ,  C08G73/0638

Abstract: Methods and materials for preparing a covalent 3D nano-object are provided. A diamine or triamine monomer and a monoamine terminated precursor may be reacted to form a star polymer material. A cross-linking polymerization process may in a nanogel core with the monoamine terminated precursor covalently linked to the nanogel core. The covalent 3D nano-object may comprise HT, PHT, HA, and/or PHA materials.

公开(公告)号：US20170114186A1

公开(公告)日：2017-04-27

申请号：US15399365

申请日：2017-01-05

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: C08G73/06 ,  C08J9/26 ,  C08K7/06

CPC classification number: C08G73/0644 ,  C08G73/065 ,  C08J9/0085 ,  C08J9/26 ,  C08J2201/042 ,  C08J2205/042 ,  C08J2361/20 ,  C08J2379/04 ,  C08K7/06

Abstract: Methods of forming nanoporous materials are described herein that include forming a polymer network with a chemically removable portion. The chemically removable portion may be polycarbonate polymer that is removable on application of heat or exposure to a base, or a polyhexahydrotriazine (PHT) or polyhemiaminal (PHA) polymer that is removable on exposure to an acid. The method generally includes forming a reaction mixture comprising a formaldehyde, a solvent, a primary aromatic diamine, and a diamine having a primary amino group and a secondary amino group, the secondary amino group having a base-reactive substituent, and heating the reaction mixture to a temperature of between about 50 degC and about 150 degC to form a polymer. Removing any portion of the polymer results in formation of nanoscopic pores as polymer chains are decomposed, leaving pores in the polymer matrix.

公开(公告)号：US20160362520A1

公开(公告)日：2016-12-15

申请号：US15245409

申请日：2016-08-24

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: C08G73/06 ,  C08K7/06 ,  C08G73/02

CPC classification number: C08G73/0683 ,  C08G73/026 ,  C08G73/0644 ,  C08G73/1039 ,  C08G73/1071 ,  C08K7/06

Abstract: Hexahydrotriazine (HT) materials and hemiaminal (HA) materials derived from aromatic, aliphatic, and/or polyether diamines may be used as a platform for creating flame retardant materials. Various flame retardant material precursors may be incorporated into the HA and HT materials. Examples of flame retardant precursors may include organohalogen materials, organophosphorous materials, melamines, and dianiline compounds, among others. The flame retardant materials and precursors may be single molecule species, oligomers, and/or polymers (i.e., polyhexahydrotriazine, PHT, polyhemiaminal, PHA). The flame retardant materials may be made using an aromatic diamine, an aliphatic diamine, a polyether diamine, or a mixture thereof to react with an aldehyde (i.e. formaldehyde or paraformaldehyde). Such flame retardant material precursors will complex with the diamine monomers via a copolymerization reaction to form the flame retardant materials.

Abstract translation: 衍生自芳香族，脂肪族和/或聚醚二胺的六氢三嗪（HT）材料和hemiaminal（HA）材料可以用作产生阻燃材料的平台。 各种阻燃材料前体可以并入HA和HT材料中。 阻燃前体的实例可包括有机卤素材料，有机磷材料，三聚氰胺和二苯胺化合物等。 阻燃材料和前体可以是单分子种类，低聚物和/或聚合物（即聚六氢三嗪，PHT，聚氨基甲酸酯，PHA）。 阻燃材料可以使用芳族二胺，脂族二胺，聚醚二胺或其混合物与醛（即甲醛或多聚甲醛）反应来制备。 这种阻燃材料前体将通过共聚反应与二胺单体络合形成阻燃材料。

公开(公告)号：US20160264744A1

公开(公告)日：2016-09-15

申请号：US14885706

申请日：2015-10-16

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Mareva FEVRE ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: C08J5/24 ,  C09D161/22

CPC classification number: C08G73/0644 ,  C08C19/22 ,  C08F8/28 ,  C08F8/32 ,  C08F12/28 ,  C08G12/08 ,  C08G16/0231 ,  C08G73/0273 ,  C08G73/0638 ,  C08G73/065 ,  C08J2379/04 ,  C09D5/03 ,  C09D161/22 ,  C09D179/04 ,  C08L61/22 ,  C08L79/04

Abstract: Polyhemiaminal (PHA) and polyhexahydrotriazine (PHT) materials are modified by 1,4 conjugate addition chemical reactions to produce a variety of molecular architectures comprising pendant groups and bridging segments. The materials are formed by a method that includes heating a mixture comprising solvent(s), paraformaldehyde, aromatic amine groups, aliphatic amine Michael donors, and Michael acceptors, such as acrylates. The reaction mixtures may be used to prepare polymer pre-impregnated materials and composites containing PHT matrix resin.

Abstract translation: 聚合物（PHA）和聚六氢三嗪（PHT）材料通过1,4偶联加成化学反应进行改性，以产生包含侧基和桥连链段的各种分子结构。 材料通过包括加热包含溶剂，多聚甲醛，芳族胺基团，脂族胺迈克尔供体和迈克尔受体如丙烯酸酯的混合物的方法形成。 反应混合物可用于制备聚合物预浸材料和含有PHT基质树脂的复合材料。

公开(公告)号：US20160143286A1

公开(公告)日：2016-05-26

申请号：US15013399

申请日：2016-02-02

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: A01N55/02 ,  A01N43/66

CPC classification number: A01N55/02 ,  A01N35/02 ,  A01N43/64 ,  A01N43/66 ,  A01N59/16 ,  B05D3/104 ,  B05D3/107 ,  B05D5/00 ,  C09D5/14 ,  C09D5/16 ,  C09D5/1693 ,  A01N25/12 ,  A01N59/20

Abstract: Antimicrobial materials and methods for making antimicrobial materials are described herein. Antimicrobial materials and antimicrobial material precursors are formed from hexahydrotriazine and/or a hemiaminal material and a non-fouling material and adhesive material may be incorporated into the antimicrobial materials and antimicrobial material precursors. The hexahydrotriazine and/or hemiaminal material may be made from a diamine and an aldehyde. Metal ions are also incorporated into the antimicrobial material precursors to form an antimicrobial material.

Abstract translation: 本文描述了用于制备抗微生物材料的抗微生物材料和方法。 抗微生物材料和抗微生物材料前体由六氢三嗪和/或半固体材料形成，并且非结垢材料和粘合剂材料可以并入抗微生物材料和抗微生物材料前体中。 六氢三嗪和/或噻嗪类材料可以由二胺和醛制成。 金属离子也并入抗微生物材料前体以形成抗微生物材料。

公开(公告)号：US20160108175A1

公开(公告)日：2016-04-21

申请号：US14564650

申请日：2014-12-09

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: C08G73/06 ,  C08J9/26 ,  C08G73/02

CPC classification number: C08G73/0644 ,  C08G73/065 ,  C08J9/0085 ,  C08J9/26 ,  C08J2201/042 ,  C08J2205/042 ,  C08J2361/20 ,  C08J2379/04 ,  C08K7/06

Abstract: Methods of forming nanoporous materials are described herein that include forming a polymer network with a chemically removable portion. The chemically removable portion may be polycarbonate polymer that is removable on application of heat or exposure to a base, or a polyhexahydrotriazine (PHT) or polyhemiaminal (PHA) polymer that is removable on exposure to an acid. The method generally includes forming a reaction mixture comprising a formaldehyde, a solvent, a primary aromatic diamine, and a diamine having a primary amino group and a secondary amino group, the secondary amino group having a base-reactive substituent, and heating the reaction mixture to a temperature of between about 50 deg C. and about 150 deg C. to form a polymer. Removing any portion of the polymer results in formation of nanoscopic pores as polymer chains are decomposed, leaving pores in the polymer matrix.

Abstract translation: 本文描述形成纳米多孔材料的方法，包括用化学可除去部分形成聚合物网络。 化学可除去部分可以是聚碳酸酯聚合物，其可在施加热或暴露于在暴露于酸中时可去除的碱或聚六氢三嗪（PHT）或聚乙烯胺（PHA））聚合物上除去。 该方法通常包括形成包含甲醛，溶剂，伯芳族二胺和具有伯氨基和仲氨基的二胺的反应混合物，仲氨基具有碱反应性取代基，并加热反应混合物 至约50摄氏度至约150摄氏度的温度以形成聚合物。 当聚合物链分解时，去除聚合物的任何部分导致纳米孔的形成，在聚合物基体中留下孔。

公开(公告)号：US20160039966A1

公开(公告)日：2016-02-11

申请号：US14452011

申请日：2014-08-05

Applicant: International Business Machines Corporation

Inventor： Dylan J. BODAY ,  Jeannette M. GARCIA ,  James L. HEDRICK ,  Rudy J. WOJTECKI

IPC: C08G12/40 ,  C03C13/00 ,  D01F9/12 ,  C08K7/06 ,  C08K7/14

CPC classification number: C08G83/001 ,  C01B32/152 ,  C01B32/158 ,  C03C13/00 ,  C08G12/40 ,  C08G73/0638 ,  C08G73/0644 ,  C08G73/065 ,  C08J11/00 ,  C08J2379/04 ,  C08K7/06 ,  C08K7/14 ,  C08K9/04 ,  C08L61/22 ,  C08L79/04 ,  D01F9/12 ,  Y02P20/582 ,  C01B31/022

Abstract: Polyhexahydrotriazine (PHT) and polyhemiaminal (PHA) materials form highly cross-linked polymers which can be used as binder resins in composite materials. A filler element functionalized with a primary amine group can be covalently bonded to the PHA/PHT polymer resins. Example filler elements include, without limitation, carbon nanotubes, silica materials, carbon and glass fibers, and nanoparticles. Filler materials are incorporated into polymeric materials to improve the mechanical strength or other characteristics of the polymeric material for various applications. Typical composite materials use thermosetting materials that, once set, are intractable. PHT and PHA materials can be reverted to starting materials by exposure to acids. Thus, composite components formed using these materials are recyclable.