公开(公告)号：US12297347B2

公开(公告)日：2025-05-13

申请号：US16637358

申请日：2018-08-07

Applicant: Matthew Becker ,  James A Wilson ,  Rodger A. Dilla

Inventor： Matthew Becker ,  James A Wilson ,  Rodger A. Dilla

IPC: C08L67/02 ,  C08G63/676 ,  C08G65/10 ,  C08J3/075 ,  C08L67/06

Abstract: In one or more embodiments, the present invention provides a low molecular weight, non-toxic, resorbable poly(ethylene glycol) (PEG)-block-poly(propylene fumarate) (PPF) diblock copolymers and poly(propylene fumarate) (PPF)-block-poly(ethylene glycol) (PEG)-block-poly(propylene fumarate) (PPF) triblock copolymers (and related methods for their making and use) that permits hydration for the formation of such things as hydrogels and has constrained and predictable material properties suitable for 3D printing and drug delivery applications. Using continuous digital light processing (cDLP) hydrogels the diblock and triblock copolymers can be photochemically printed from an aqueous solution into structures having a 10-fold increase in elongation at break compared to traditional diethyl fumarate (DEF) based printing. Furthermore, PPF-PEG-PPF triblock hydrogels have also been found in vitro to be biocompatible across a number of engineered MC3T3, NIH3T3, and primary Schwann cells.

公开(公告)号：US12258443B2

公开(公告)日：2025-03-25

申请号：US17260043

申请日：2019-07-15

Applicant: Matthew Becker ,  Yongjun Shin ,  Gaelle Le Fer

Inventor： Matthew Becker ,  Yongjun Shin ,  Gaelle Le Fer

IPC: C08G63/58 ,  B29C64/314 ,  B33Y40/10 ,  B33Y70/00 ,  C08G63/83 ,  B29K105/00

Abstract: In various embodiments, the present invention is directed to a PPF-based copolymer for 3D printing applications and methods for its making and use. These copolymers have a viscosity in a printable viscosity range and allow light transmittance at curing wavelengths. In various embodiments, a lower viscosity copolymers are obtained by substitution of a portion of maleic anhydride with succinic anhydride and then forming a poly(propylene fumarate-co-succinate) copolymer by the copolymerization of maleic anhydride and succinic anhydride with propylene oxide via Mg(BHT)2(THF)2 catalyzed ring opening copolymerization (ROCOP). Because of their lower viscosities, these copolymers require less, if any, diethyl fumarate (DEF) to prepare the 3D printing resin, while the mechanical properties can still be adjusted as with a PPF polymer prepared without the succinic anhydride.

公开(公告)号：US12157795B2

公开(公告)日：2024-12-03

申请号：US16979348

申请日：2018-08-29

Applicant: Matthew Becker ,  Alex P. Kleinfehn ,  Shannon R. Petersen

Inventor： Matthew Becker ,  Alex P. Kleinfehn ,  Shannon R. Petersen

IPC: C07F3/02 ,  C08G63/82

Abstract: In one or more embodiments, the present invention is directed to a novel method for synthesizing Mg(BHT)2(THF)2 catalyst, which has several advantages over previous methods. Dry toluene or pentane are not required for synthesizing the catalyst, and the reaction is done in a bulk solution of BHT and THF. Further, because the Mg(BHT)2(THF)2 is made in a one-step (“one-pot”) synthesis, the time required for synthesizing and drying the catalyst is reduced. Using the new method of the present invention, the Mg(BHT)2(THF)2 is pure after removing excess THF, thereby eliminating the need for washes and recrystallization.

公开(公告)号：US20230148372A1

公开(公告)日：2023-05-11

申请号：US17976584

申请日：2022-10-28

Applicant: Matthew BECKER ,  Shannon PETERSEN

Inventor： Matthew BECKER ,  Shannon PETERSEN

IPC: C08G63/60 ,  C08G63/83 ,  C09D167/06 ,  C08G81/00 ,  C08J3/24 ,  B33Y70/00

CPC classification number: C08G63/60 ,  C08G63/83 ,  C09D167/06 ,  C08G81/00 ,  C08J3/24 ,  B33Y70/00 ,  C08J2367/02

Abstract: In various embodiments, the present invention is directed to ABA triblock copolymers having crosslinkable poly(propylene fumarate A blocks and a more flexible poly(lactone) B block formed by sequential ring-opening polymerization and ring-opening copolymerization. These ABA triblock polymers made using ring-opening polymerization of one or more lactone monomers using a bifunctional initiator to form a poly(lactone) B block having terminal hydroxyl groups and the ring-opening copolymerization of maleic anhydride and propylene oxide followed by isomerization of the maleate double bond using an organic base to form the poly(propylene fumarate)(PPF) A blocks. When crosslinked photochemically using, for example, a continuous liquid interface production digital light processing (DLP) Carbon M2 printer, these ABA type triblock copolymers form durable elastomers with tunable degradation and elastic properties. In various embodiments, these polymers are shown to undergo slow, hydrolytic degradation in vitro with minimal loss of mechanical performance during degradation.

公开(公告)号：US10227440B2

公开(公告)日：2019-03-12

申请号：US15166948

申请日：2016-05-27

Applicant: Matthew Becker ,  Robert A. Weiss ,  Zachary Kurtiss Zander ,  Don S. Wardius ,  Karl W. Haider ,  Bruce D. Lawrey

Inventor： Matthew Becker ,  Robert A. Weiss ,  Zachary Kurtiss Zander ,  Don S. Wardius ,  Karl W. Haider ,  Bruce D. Lawrey

IPC: C08G18/10 ,  C08G18/08 ,  C08G18/60 ,  C08G18/76 ,  C08G18/42 ,  C08G18/44 ,  C08G18/48

Abstract: In one or more embodiments, the present invention provides a novel approach to the addition of plasticizers for softening TPUs, i.e., lowering the durometer and the melt viscosity. This approach involves incorporating bonded sulfonate groups with quaternary ammonium counterions into the TPU. In one or more embodiments of the present invention, the softening of TPU is achieved by incorporating an ionic diol, such as N,N-bis (2-hydoxyethyl)-2-aminoethane-sulfonic acid (BES), coupled with various bulky alkyl ammonium cations, during the chain extension step of the TPU synthesis. It is believed that that steric hindrance of the bulky quaternary ammonium groups weakens the dipole-dipole interactions of the sulfonate groups and/or lowers the crystallinity of the hard block, thereby creating additional free volume that softens the polymer and lowers the melt viscosity.

公开(公告)号：US20170210852A1

公开(公告)日：2017-07-27

申请号：US15328983

申请日：2015-07-21

Applicant: Matthew BECKER ,  Jinjun ZHOU ,  Adrian DEFANTE ,  Ali DHINOJWALA

Inventor： Matthew BECKER ,  Jinjun ZHOU ,  Adrian DEFANTE ,  Ali DHINOJWALA

IPC: C08G71/02 ,  A61L26/00 ,  A61Q19/00 ,  C09J175/02 ,  A61K8/84

CPC classification number: C08G71/02 ,  A61K8/0204 ,  A61K8/84 ,  A61K8/85 ,  A61K9/0014 ,  A61K47/34 ,  A61K2800/10 ,  A61L26/0019 ,  A61Q1/025 ,  A61Q19/00 ,  C09J175/02

Abstract: The present invention is directed to a novel group of amino acid-based poly(ester urea)s (PEUs) for use in biodegradable adhesive and related methods for their making and use. These novel amino acid-based PEUs have a wide variation in mechanical properties and degradation behavior that can be tuned by varying the amino acids and polyols used to form the polyester monomers that form the PEUs. Importantly, these novel PEUs have been shown to be non-toxic in vitro and in vivo and may be suitable to a wide variety of biomedical and other uses. In some embodiments, the adhesive properties of these degradable amino acid-based poly(ester urea) adhesives has been further improved by the incorporation of controlled amounts of catechol functional groups into the side chains of the PEU via post-polymerization functionalization chemistry.

公开(公告)号：US20160237212A1

公开(公告)日：2016-08-18

申请号：US15026069

申请日：2014-09-30

Applicant: MATTHEW BECKER ,  Fei Lin

Inventor： MATTHEW BECKER ,  Fei Lin

IPC: C08G71/02 ,  C07C247/04 ,  C07C227/18 ,  C07C229/34

CPC classification number: C08G71/02 ,  C07C227/18 ,  C07C229/34 ,  C07C247/04 ,  C07C275/16 ,  C08G2230/00 ,  C09D175/02

Abstract: Amino acid-based poly(ester urea)s (PEU) are emerging as a class of polymers that have shown promise in regenerative medicine applications. Embodiments of the invention relate to the synthesis of PEUs carrying pendent “clickable” groups on modified tyrosine amino acids. The pendent species include alkyne, azide, alkene, tyrosine-phenol, and ketone groups. PEUs with Mw exceeding 100k Da were obtained via interfacial polycondensation methods and the concentration of pendent groups was varied by copolymerization. The incorporation of derivatizable functionalities is demonstrated using 1H NMR and UV-Vis spectroscopy methods. Electrospinning was used to fabricate PEU nanofibers with a diameters ranging from 350 nm to 500 nm. The nanofiber matricies possess mechanical strengths suitable for tissue engineering (Young's modulus: 300±45 MPa; tensile stress: 8.5±1.2 MPa). A series of bioactive peptides and fluorescent molecules were conjugated to the surface of the nanofibers following electrospinning using bio-orthogonal reactions in aqueous media.

Abstract translation: 氨基酸基聚（酯尿素）（PEU）正在出现，这些聚合物在再生医学应用中已显示出希望。 本发明的实施方案涉及在修饰的酪氨酸氨基酸上携带侧面的“可点击”基团的PEU的合成。 悬挂物种包括炔烃，叠氮化物，烯烃，酪氨酸 - 苯酚和酮基团。 通过界面缩聚方法得到Mw超过100kDa的PEU，通过共聚改变侧基的浓度。 使用1 H NMR和UV-Vis光谱法证明可衍生化官能度的结合。 使用静电纺丝制造直径范围为350nm至500nm的PEU纳米纤维。 纳米纤维素材具有适用于组织工程的机械强度（杨氏模量：300±45MPa;拉伸应力：8.5±1.2MPa）。 在水性介质中使用生物正交反应进行静电纺丝后，将一系列生物活性肽和荧光分子缀合到纳米纤维的表面。

公开(公告)号：USD740410S1

公开(公告)日：2015-10-06

申请号：US29451282

申请日：2013-03-29

Applicant: Chris Korkuch ,  Drew Pieprzyk ,  Jeff Kuehn ,  Matthew Becker

Designer： Chris Korkuch ,  Drew Pieprzyk ,  Jeff Kuehn ,  Matthew Becker

公开(公告)号：US20150197600A1

公开(公告)日：2015-07-16

申请号：US14418649

申请日：2013-07-31

Applicant: Matthew Becker ,  Jukuan Zheng

Inventor： Matthew Becker ,  Jukuan Zheng

IPC: C08G63/91 ,  C07C271/34

CPC classification number: C08G63/91 ,  A61L27/14 ,  A61L27/38 ,  A61L2400/12 ,  C07C271/34 ,  C08G63/6852 ,  C08G63/912 ,  C08G69/10 ,  C08G69/48 ,  C08G85/004 ,  D01F6/60 ,  D01F6/625 ,  D06M11/58

Abstract: A method of creating biocompatible polymeric structures includes the steps of: providing a biocompatible polymer including a strained cycloalkyne end group; forming a polymeric structure from the biocompatible polymer such that the strained cycloalkyne end group remains on the biocompatible polymer; providing an azide tethered molecule; and, after forming the polymeric structure, reacting the azide tethered molecule with the cycloalkyne in an azide alkyne cycloaddition reaction to further functionalize the polymeric structure.

Abstract translation: 制备生物相容性聚合物结构的方法包括以下步骤：提供包含应变环炔端基的生物相容性聚合物; 从所述生物相容性聚合物形成聚合物结构，使得所述应变的环炔基端基保留在所述生物相容性聚合物上; 提供叠氮化物束缚分子; 并且在形成聚合物结构之后，在叠氮化物炔环加成反应中使叠氮化物束缚分子与环炔反应，以使聚合物结构进一步官能化。

公开(公告)号：US20110166938A1

公开(公告)日：2011-07-07

申请号：US12984756

申请日：2011-01-05

Applicant: Alexander Deridder ,  Matthew Becker ,  Stephen Moore

Inventor： Alexander Deridder ,  Matthew Becker ,  Stephen Moore

IPC: G06Q30/00

CPC classification number: G06Q30/0261 ,  G06Q30/02

Abstract: A web conversion method based on phone calls is disclosed. Some embodiments comprise distributing a multiplicity of ads across a multiplicity of online media channels, displaying a unique advertiser phone number on each ad for a limited time every time a prospect visits a webpage hosting the ad, determining that the prospect called the advertiser phone number within the limited time, determining that the geographical zone of the prospect at the time of the call encompasses the geographical location of the IP address at where the unique phone number is displayed, and charging an advertiser for the ad that displayed the advertiser phone number.

Abstract translation: 公开了一种基于电话呼叫的网页转换方法。 一些实施例包括在多个在线媒体频道上分配多个广告，每当潜在客户访问托管广告的网页时，在有限的时间内在每个广告上显示唯一的广告商电话号码，确定潜在客户称广告主电话号码在 在有限的时间内，确定呼叫时的潜在客户的地理区域包含显示唯一电话号码所在IP地址的地理位置，并向广告商收取显示广告主电话号码的广告。