公开(公告)号：US11225535B2

公开(公告)日：2022-01-18

申请号：US17042243

申请日：2019-05-21

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Thomas P. Klun ,  Zeba Parkar ,  John M. Riedesel ,  Richard J. Pokorny ,  Chad M. Amb ,  Benjamin R. Coonce ,  Robert S. Clough ,  Tianyu Wu ,  Saswata Chakraborty ,  Yongshang Lu ,  Benjamin C. MacMurray ,  Ian Dailey ,  David B. Olson

IPC: C08F2/46 ,  C08F2/50 ,  C08G61/04 ,  C08F220/18 ,  C08F2/44 ,  C08F290/06 ,  C08G18/44 ,  B33Y70/00 ,  C08K5/00 ,  C08K5/3437 ,  B29C64/129 ,  B33Y10/00 ,  B33Y30/00 ,  C08G18/67

Abstract: The present disclosure provides a photopolymerizable composition. The photopolymerizable composition includes a) 40-60 parts by weight of a monofunctional (meth)acrylate monomer, per 100 parts of the total photopolymerizable composition; b) a photoinitiator; and c) a polymerization reaction product of components. A cured homopolymer of the monofunctional (meth)acrylate monomer has a glass transition temperature of 125 degrees Celsius or greater. The polymerization reaction product of components includes i) a diisocyanate; ii) a hydroxy functional methacrylate; iii) a polycarbonate diol; and iv) a catalyst. The polymerization reaction product includes a polyurethane methacrylate polymer. Often, the polycarbonate diol has a number average molecular weight of greater than 1,000 grams per mole (g/mol) or a weighted average of all polycarbonate diols present in the components has a Mn of greater than 1,000 g/mol; alternatively, the polyurethane methacrylate polymer has a weight average molecular weight of 8,000 g/mol or greater. An article is also provided including the photopolymerizable composition reaction product. Further, the present disclosure provides articles and methods of making articles. Methods are additionally provided, including receiving, by a manufacturing device having one or more processors, a digital object comprising data specifying an article; and generating, with the manufacturing device by an additive manufacturing process, the article based on the digital object. A system is also provided, including a display that displays a 3D model of an article; and one or more processors that, in response to the 3D model selected by a user, cause a 3D printer to create a physical object of an article.

公开(公告)号：US11904031B2

公开(公告)日：2024-02-20

申请号：US16754186

申请日：2018-11-20

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Saswata Chakraborty ,  Benjamin C. MacMurray ,  Eric W. Nelson ,  Thomas P. Klun ,  Richard J. Pokorny ,  Wayne S. Mahoney ,  Chad M. Amb ,  George W. Griesgraber ,  Dana R. Reed ,  Ahmed S. Abuelyaman ,  Robert S. Clough ,  James D. Hansen ,  Daniel J. Skamser ,  Ian Dailey ,  John M. Riedesel

IPC: A61K6/62 ,  A61C7/08 ,  A61C7/00 ,  A61K6/893 ,  C08L75/14 ,  B33Y70/00 ,  B33Y80/00 ,  B33Y10/00 ,  B29C64/124

CPC classification number: A61K6/62 ,  A61C7/002 ,  A61C7/08 ,  A61K6/893 ,  B29C64/124 ,  B33Y10/00 ,  B33Y70/00 ,  B33Y80/00 ,  C08L75/14

Abstract: An orthodontic article is described comprising the reaction product of a free-radically polymerizable resin; a first free-radical photoinitiator having sufficient absorbance at a first wavelength range; and a second free-radical initiator selected from a second photoinitiator having sufficient absorbance at a second wavelength range, wherein the second wavelength range is different than the first wavelength range, or a thermal free-radical initiator. In some embodiments, the first free-radical photoinitiator exhibits a maximum absorbance at a wavelength of the range of 370-380 nm or 320-330 nm and/or comprises photoinitiator groups selected from acyl phosphine oxide or alkyl amine acetophenone. Also described are photopolymerizable compositions and methods.

公开(公告)号：US11708428B2

公开(公告)日：2023-07-25

申请号：US17344096

申请日：2021-06-10

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Thomas P. Klun ,  Zeba Parkar ,  John M. Riedesel ,  Richard J. Pokorny ,  Chad M. Amb ,  Benjamin R. Coonce ,  Robert S. Clough ,  Tianyu Wu ,  Saswata Chakraborty ,  Yongshang Lu ,  Benjamin C. MacMurray

IPC: C08F2/46 ,  C08F2/50 ,  C08G61/04 ,  B33Y10/00 ,  B33Y30/00 ,  B33Y70/00 ,  B29C64/129 ,  C08F2/44 ,  C08F220/18 ,  C08F290/06 ,  C08G18/44 ,  C08G18/67 ,  C08K5/00 ,  C08K5/3437

CPC classification number: C08F2/50 ,  B29C64/129 ,  B33Y10/00 ,  B33Y30/00 ,  B33Y70/00 ,  C08F2/44 ,  C08F220/18 ,  C08F290/06 ,  C08G18/44 ,  C08G18/672 ,  C08K5/0041 ,  C08K5/3437

Abstract: The present disclosure provides a photopolymerizable composition. The photopolymerizable composition includes a) 40-60 parts by weight of a monofunctional (meth)acrylate monomer, per 100 parts of the total photopolymerizable composition; b) a photoinitiator; and c) a polymerization reaction product of components. A cured homopolymer of the monofunctional (meth)acrylate monomer has a glass transition temperature of 125 degrees Celsius or greater. The polymerization reaction product of components includes i) a diisocyanate; ii) a hydroxy functional methacrylate; iii) a polycarbonate diol; and iv) a catalyst. The polymerization reaction product includes a polyurethane methacrylate polymer. Often, the polyurethane methacrylate polymer has a weight average molecular weight of 8,000 g/mol or greater. The present disclosure further provides an article and methods thereof.

公开(公告)号：US12121413B2

公开(公告)日：2024-10-22

申请号：US17297186

申请日：2020-01-21

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Saswata Chakraborty ,  Benjamin C. MacMurray ,  James D. Hansen ,  Karl J. L. Geisler ,  Thomas P. Klun ,  Daniel J. Skamser ,  John M. Riedesel ,  Steven H. Kong ,  Anja Friedrich

IPC: A61C7/08 ,  B29C64/135 ,  B29C64/30 ,  B33Y10/00 ,  C08F2/46 ,  C08F2/50 ,  C08G61/04 ,  B29C64/241 ,  B29C71/02 ,  B29C71/04 ,  B29L31/00 ,  B33Y40/20

CPC classification number: A61C7/08 ,  B29C64/135 ,  B29C64/30 ,  B33Y10/00 ,  B29C64/241 ,  B29C71/02 ,  B29C71/04 ,  B29L2031/753 ,  B33Y40/20

Abstract: The present disclosure provides a method of making an orthodontic article. The method includes (a) providing a photopolymerizable composition; (b) selectively curing the photopolymerizable composition using actinic radiation to form an article in the shape of an orthodontic article including a number of layers of at least one photopolymerized polymer; and (c) moving the article and thereby generating a mass inertial force in the uncured photopolymerizable composition. The article has a first surface, and no more than 75% of the first surface has a slope magnitude greater than 2.5 degrees. Orthodontic articles are also provided, including an orthodontic article that is prepared according to the method. Orthodontic articles having low extractable component content are further provided. The mass inertial force tends to form a coating layer of uncured photopolymerizable composition on the article, and curing the coating layer can form a surface having low slope magnitude. The low slope magnitude may be correlated to a low haze of the surface of the article.

公开(公告)号：US20230159680A1

公开(公告)日：2023-05-25

申请号：US18094019

申请日：2023-01-06

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Tianyu Wu ,  Saswata Chakraborty ,  Benjamin C. MacMurray ,  Richard J. Pokorny ,  Thomas P. Klun ,  Wayne S. Mahoney ,  Chad M. Amb ,  Ahmed Abuelyaman ,  Robert S. Clough ,  John M. Riedesel ,  James D. Hansen ,  Ian Dailey ,  Daniel J. Skamser ,  Eric W. Nelson ,  George W. Griesgraber ,  Dana R. Reed

IPC: C08F220/12 ,  B33Y10/00 ,  B33Y30/00 ,  B33Y70/00 ,  B33Y80/00 ,  B29C64/135 ,  A61K6/887 ,  A61K6/893

CPC classification number: C08F220/12 ,  B33Y10/00 ,  B33Y30/00 ,  B33Y70/00 ,  B33Y80/00 ,  B29C64/135 ,  A61K6/887 ,  A61K6/893 ,  A61C7/08

Abstract: Orthodontic articles and polymerizable resin compositions are described. The orthodontic article comprises a cured composition comprising the reaction product of free-radically polymerizable resin comprising 30 to 70 wt. %, inclusive, of at least one urethane component, and 25 to 70 wt. %, inclusive, of reactive diluent(s) comprising at least one monofunctional (meth)acrylate monomer. The polymerizable resin comprises no greater than 35 wt. % of reactive diluent(s) having a high affinity for water. Reactive diluent(s) such as monofunctional (meth)acrylate monomers having a high affinity for water have low log P values. In one embodiment, the polymerizable resin comprises at least one acidic monomer.

公开(公告)号：US11584817B2

公开(公告)日：2023-02-21

申请号：US17048627

申请日：2019-06-26

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Tianyu Wu ,  Saswata Chakraborty ,  Benjamin C. MacMurray ,  Richard J. Pokorny ,  Thomas P. Klun ,  Wayne S. Mahoney ,  Chad M. Amb ,  Ahmed S. Abuelyaman ,  Robert S. Clough ,  John M. Riedesel ,  James D. Hansen ,  Ian Dailey ,  Daniel J. Skamser ,  Eric W. Nelson ,  George W. Griesgraber ,  Dana R. Reed

IPC: C08F220/12 ,  B33Y10/00 ,  B33Y30/00 ,  B33Y70/00 ,  B33Y80/00 ,  B29C64/135 ,  A61K6/887 ,  A61K6/893 ,  A61C7/08 ,  B29K75/00 ,  B29K105/00 ,  B29L31/00

Abstract: Orthodontic articles and polymerizable resin compositions are described. The orthodontic article comprises a cured composition comprising the reaction product of free-radically polymerizable resin comprising 30 to 70 wt. %, inclusive, of at least one urethane component, and 25 to 70 wt. %, inclusive, of reactive diluent(s) comprising at least one monofunctional (meth)acrylate monomer. The polymerizable resin comprises no greater than 35 wt. % of reactive diluent(s) having a high affinity for water. Reactive diluent(s) such as monofunctional (meth)acrylate monomers having a high affinity for water have low log P values. In one embodiment, the polymerizable resin comprises at least one acidic monomer.

公开(公告)号：US11104758B2

公开(公告)日：2021-08-31

申请号：US17042384

申请日：2019-05-21

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Thomas P. Klun ,  Zeba Parkar ,  John M. Riedesel ,  Richard J. Pokorny ,  Chad M. Amb ,  Benjamin R. Coonce ,  Robert S. Clough ,  Tianyu Wu ,  Saswata Chakraborty ,  Yongshang Lu ,  Benjamin C. MacMurray ,  Ian Dailey ,  David B. Olson

IPC: C08G18/44 ,  A61C7/08 ,  A61C13/00 ,  A61C7/00 ,  B33Y10/00 ,  B33Y70/00 ,  B33Y80/00 ,  B33Y40/20 ,  B29C71/00 ,  B29C71/02 ,  B29C71/04 ,  C08G18/22 ,  C08G18/24 ,  C08G18/32 ,  C08G18/67 ,  C08G64/30 ,  C08K5/3437 ,  B33Y30/00

Abstract: The present disclosure provides an orthodontic article including the reaction product of the photopolymerizable composition. The photopolymerizable composition includes i) a monofunctional (meth)acrylate monomer whose cured homopolymer has a glass transition temperature of 90 degrees Celsius or greater; ii) a photoinitiator; and iii) a polymerization reaction product of components. The components include 1) an isocyanate; 2) a (meth)acrylate mono-ol; 3) a polycarbonate diol; and 4) a catalyst. Further, the present disclosure provides a method of making an orthodontic article. The method includes obtaining a photopolymerizable composition and selectively curing the photopolymerizable composition to form an orthodontic article. Further, methods are provided, including receiving, by a manufacturing device having one or more processors, a digital object comprising data specifying an orthodontic article; and generating, with the manufacturing device by an additive manufacturing process, the orthodontic article based on the digital object. A system is also provided, including a display that displays a 3D model of an orthodontic article; and one or more processors that, in response to the 3D model selected by a user, cause a 3D printer to create a physical object of an orthodontic article.