WO2001087242A1 - Polymerizable dispersant - Google Patents
Polymerizable dispersant Download PDFInfo
- Publication number
- WO2001087242A1 WO2001087242A1 PCT/US2001/009102 US0109102W WO0187242A1 WO 2001087242 A1 WO2001087242 A1 WO 2001087242A1 US 0109102 W US0109102 W US 0109102W WO 0187242 A1 WO0187242 A1 WO 0187242A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- dispersant
- polycaprolactone
- resin
- suspension
- polymerizable
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F30/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F30/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
Definitions
- This invention relates to polymerizable dispersants, and more
- Dispersants have been used in paints,
- the suspension in a synthetic resin system, it may be desirable to limit the amount of the polymerizable resin and maximize the amount of filler,
- Dispersants through their ability to reduce interactions between particles, can be any dispersants.
- Dispersants in non-aqueous systems reduce particle interactions by a steric stabilization mechanism. A layer of the dispersant is adsorbed on the
- the dispersant structure must contain a chain that allows for steric
- the present invention provides a polymerizable monophosphate ester
- the dispersant of the present invention comprises a phosphate group
- the dispersant is ⁇ functional in
- An exemplary dispersant of the present invention is a monophosphate
- R is a (meth)acrylate group radical or vinyl radical.
- (meth)acrylate group radicals oxyethyl methacryloyl-, oxyethyl acryloyl-,
- the present invention provides a class of phosphate based dispersants
- the dispersant is a substance that are effective with nonaqueous, highly-filled suspensions.
- the dispersant is a substance that are effective with nonaqueous, highly-filled suspensions.
- polyester group penetrates into the resin to promote steric
- a polymerizable end group either a monomer or copolymer, for example vinyl, methacrylate or acrylate, enables the dispersant to be
- dispersants of the present invention result in excellent compatibility with a
- present invention into filled resin formulations will result in cured articles having lower shrinkage upon polymerization, lower coefficient of thermal
- resin matrix provides improved bonding between solid particles and the resin
- the dispersants of the present invention preferably comprise about
- the highly-filled suspensions such as a dental composite paste.
- the dispersant is first mixed with the resin, followed by the slow
- An exemplary dispersant of the present invention is a monophosphate
- R is a (meth)acrylate group radical or a vinyl radical.
- the dispersants of the present invention are monophosphate esters
- Each of Compounds 1-6 may be prepared in two steps. In the first step,
- reaction sequence is a mixture of acids (monophosphate) ester.
- reaction sequence is a mixture of acids (monophosphate) ester.
- modified HEMA was combined with 8.45 grams of 117.5% phosphoric acid.
- NMR nuclear magnetic resonance
- TMS esters greatly improves the spectra by increasing the chemical shift
- Source temperature was 80°C.
- the spectra of all 3 compounds show one series
- Prostaglandin E ! (3-hydroxy- 2-(3-hydroxy-l-octenyl)-5-oxocyclopentaneheptanoic acid) was run as a mass
- test samples Nine test samples (test samples):
- test sample pastes (1-9) prepared along with the properties of control sample 1.
- present invention enabled the higher filler loading of 80 wt.% as compared to
- test samples 10-12 The results of test samples 3 and 10-12 are listed in Table 6.
- having acceptable physical properties may be prepared at 82 wt.% filler loading
- appropriate polymerizable end group may be selected for compatibility with a
- the end group in a dispersant of the present invention may be any one of the following resin system.
- the end group in a dispersant of the present invention may be any one of the following resin system.
- inorganic materials may include, among others, pigments and fibers.
- present invention may be added to any resin/filler mixture, not just dental
- the polyester group is capable of penetrating into a
- resin matrix, and the polymerizable end group is capable of attaching to a
- R is the polymerizable end group. 6.
- the dispersant of claim 1 wherein R is a (meth)acrylate radical
- methacryloyl- methacryloyl-, glyceryl dimethacryloyl-, dipentaerythritol pentaacryloyl- and polyoxyethyl methacryloyl-.
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Dental Preparations (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001583711A JP2003533455A (en) | 2000-05-18 | 2001-03-22 | Polymerizable dispersant |
EP01930426A EP1282388A4 (en) | 2000-05-18 | 2001-03-22 | Polymerizable dispersant |
BR0107677-9A BR0107677A (en) | 2000-05-18 | 2001-03-22 | Polymerizable dispersant, non-aqueous suspension and cured article production method |
MXPA02007111A MXPA02007111A (en) | 2000-05-18 | 2001-03-22 | Polymerizable dispersant. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/573,752 | 2000-05-18 | ||
US09/573,752 US6359090B1 (en) | 1998-06-09 | 2000-05-18 | Polymerizable dispersant |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001087242A1 true WO2001087242A1 (en) | 2001-11-22 |
Family
ID=24293258
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2001/009102 WO2001087242A1 (en) | 2000-05-18 | 2001-03-22 | Polymerizable dispersant |
Country Status (7)
Country | Link |
---|---|
US (1) | US6359090B1 (en) |
EP (1) | EP1282388A4 (en) |
JP (1) | JP2003533455A (en) |
CN (1) | CN1398177A (en) |
BR (1) | BR0107677A (en) |
MX (1) | MXPA02007111A (en) |
WO (1) | WO2001087242A1 (en) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6890968B2 (en) * | 2001-05-16 | 2005-05-10 | Kerr Corporation | Prepolymerized filler in dental restorative composite |
US6593395B2 (en) | 2001-05-16 | 2003-07-15 | Kerr Corporation | Dental composition containing discrete nanoparticles |
CA2454617A1 (en) * | 2001-08-15 | 2003-02-27 | 3M Innovative Properties Company | Hardenable self-supporting structures and methods |
US20050040551A1 (en) * | 2003-08-19 | 2005-02-24 | Biegler Robert M. | Hardenable dental article and method of manufacturing the same |
US20050042576A1 (en) * | 2003-08-19 | 2005-02-24 | Oxman Joel D. | Dental article forms and methods |
US20050042577A1 (en) * | 2003-08-19 | 2005-02-24 | Kvitrud James R. | Dental crown forms and methods |
KR100632632B1 (en) | 2004-05-28 | 2006-10-12 | 삼성전자주식회사 | Method for preparing a multi-layer of nano-crystals and organic-inorganic hybrid electro-luminescence device using the same |
JP4904733B2 (en) * | 2005-07-19 | 2012-03-28 | 東洋インキScホールディングス株式会社 | Pigment composition, pigment dispersion and ink |
JP4678316B2 (en) * | 2006-02-28 | 2011-04-27 | 東洋インキ製造株式会社 | Pigment composition, pigment dispersion and ink |
BRPI0806898A2 (en) * | 2007-01-19 | 2015-07-14 | Ardea Biosciences Inc | Mek inhibitors |
US7946850B2 (en) * | 2008-08-13 | 2011-05-24 | Kerr Corporation | Single-part, light-curable, self-adhering dental restorative composition and method of using the same |
JP2012003225A (en) | 2010-01-27 | 2012-01-05 | Fujifilm Corp | Polymerizable composition for solder resist and method for forming solder resist pattern |
JP5417364B2 (en) | 2011-03-08 | 2014-02-12 | 富士フイルム株式会社 | Curable composition for solid-state imaging device, photosensitive layer, permanent pattern, wafer level lens, solid-state imaging device, and pattern forming method using the same |
EP2715416B1 (en) | 2011-09-14 | 2019-10-30 | FUJIFILM Corporation | Colored radiation-sensitive composition for color filter, pattern forming method, color filter and method of producing the same, and solid-state image sensor |
JP5934664B2 (en) | 2012-03-19 | 2016-06-15 | 富士フイルム株式会社 | Colored radiation-sensitive composition, colored cured film, color filter, colored pattern forming method, color filter manufacturing method, solid-state imaging device, and image display device |
JP5775479B2 (en) | 2012-03-21 | 2015-09-09 | 富士フイルム株式会社 | Colored radiation-sensitive composition, colored cured film, color filter, pattern forming method, color filter manufacturing method, solid-state imaging device, and image display device |
WO2014084288A1 (en) | 2012-11-30 | 2014-06-05 | 富士フイルム株式会社 | Curable resin composition, and image-sensor-chip production method and image sensor chip using same |
KR20150072428A (en) | 2012-11-30 | 2015-06-29 | 후지필름 가부시키가이샤 | Curable resin composition, and image-sensor-chip production method and image sensor chip using same |
JP6170673B2 (en) | 2012-12-27 | 2017-07-26 | 富士フイルム株式会社 | Composition for color filter, infrared transmission filter, method for producing the same, and infrared sensor |
CN103084119B (en) * | 2013-02-06 | 2014-05-14 | 中化化工科学技术研究总院 | Phosphorylated polymerization polymer dispersant and its preparation method |
JP6162084B2 (en) | 2013-09-06 | 2017-07-12 | 富士フイルム株式会社 | Colored composition, cured film, color filter, method for producing color filter, solid-state imaging device, image display device, polymer, xanthene dye |
CN114269556A (en) | 2019-08-29 | 2022-04-01 | 富士胶片株式会社 | Composition, film, near-infrared cut filter, pattern formation method, laminate, solid-state imaging element, infrared sensor, image display device, camera module, and compound |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4647638A (en) * | 1985-02-22 | 1987-03-03 | Nippon Kayaku Kabushiki Kaisha | Novel organophosphate and adhesive comprising it |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
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US3859421A (en) | 1969-12-05 | 1975-01-07 | Edward E Hucke | Methods of producing carbonaceous bodies and the products thereof |
EP0053442B2 (en) | 1980-12-03 | 1993-05-19 | Imperial Chemical Industries Plc | Dental compositions |
DE3320217A1 (en) | 1983-06-03 | 1984-12-06 | Bayer Ag, 5090 Leverkusen | INORGANIC-ORGANIC COMPOSITES AND METHOD FOR THEIR PRODUCTION |
US4813875A (en) | 1984-07-31 | 1989-03-21 | Dentsply Research & Development Corp. | Chain extended urethane diacrylate and dental impression formation |
US4745138A (en) | 1985-08-05 | 1988-05-17 | Pony Industries, Inc. | Radiation curable partial esters of anhydride-containing copolymers |
US4722947A (en) | 1985-08-05 | 1988-02-02 | Pony Industries, Inc. | Production of radiation curable partial esters of anhydride-containing copolymers |
US4846165A (en) | 1986-11-26 | 1989-07-11 | Dentsply Research & Development Corp. | Wound dressing membrane |
EP0310372B1 (en) | 1987-09-30 | 1992-06-17 | Kuraray Co., Ltd. | Dental composition |
US5180757A (en) | 1987-12-16 | 1993-01-19 | Michael Lucey | Photopolymerizable compositions used in electronics |
US5134175A (en) | 1987-12-16 | 1992-07-28 | Michael Lucey | Curable composition for electrical and electronic components |
EP0405556B1 (en) | 1989-06-30 | 1996-05-22 | TDK Corporation | Living hard tissue replacement, its preparation, and preparation of integral body |
US4957554A (en) | 1989-08-16 | 1990-09-18 | Minnesota Mining And Manufacturing Company | Dimensionally-controlled ceramics |
DE59307404D1 (en) | 1992-03-11 | 1997-10-30 | Ciba Geigy Ag | Benzoyl substituted phosphabicycloalkanes and sulfides as photoinitiators |
ZA941879B (en) | 1993-03-18 | 1994-09-19 | Ciba Geigy | Curing compositions containing bisacylphosphine oxide photoinitiators |
ES2188630T3 (en) | 1994-09-19 | 2003-07-01 | Univ Boston | IMPREGNATED CERAMIC NETWORK FOR THE MANUFACTURE OF DENTAL FORMS AND RESTORATIONS. |
DE19601924B4 (en) | 1996-01-12 | 2005-01-13 | Ivoclar Vivadent Ag | Stable organic radical-containing light-curing composite material and its use and the use of a stable organic radical for the production of a dental material |
DE19603577C2 (en) | 1996-02-01 | 2003-11-13 | Heraeus Kulzer Gmbh & Co Kg | adhesive |
US5674513A (en) | 1996-02-20 | 1997-10-07 | Viro-Kote, Inc. | Anti-bacterial/anti-viral coatings, coating process and parameters thereof |
US5760102A (en) | 1996-02-20 | 1998-06-02 | Carrington Laboratories, Inc. | Uses of denture adhesive containing aloe extract |
EP0967955A1 (en) | 1997-02-21 | 2000-01-05 | Dentsply International, Inc. | Low shrinking polymerizable dental material |
US5861445A (en) | 1997-05-08 | 1999-01-19 | American Dental Association Health Foundation | Reinforcement of dental and other composite materials |
US6127450A (en) * | 1998-06-09 | 2000-10-03 | Kerr Corporation | Dental restorative composite |
-
2000
- 2000-05-18 US US09/573,752 patent/US6359090B1/en not_active Expired - Lifetime
-
2001
- 2001-03-22 JP JP2001583711A patent/JP2003533455A/en active Pending
- 2001-03-22 WO PCT/US2001/009102 patent/WO2001087242A1/en not_active Application Discontinuation
- 2001-03-22 CN CN01804555A patent/CN1398177A/en active Pending
- 2001-03-22 EP EP01930426A patent/EP1282388A4/en not_active Withdrawn
- 2001-03-22 MX MXPA02007111A patent/MXPA02007111A/en unknown
- 2001-03-22 BR BR0107677-9A patent/BR0107677A/en not_active Application Discontinuation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4647638A (en) * | 1985-02-22 | 1987-03-03 | Nippon Kayaku Kabushiki Kaisha | Novel organophosphate and adhesive comprising it |
Non-Patent Citations (1)
Title |
---|
See also references of EP1282388A4 * |
Also Published As
Publication number | Publication date |
---|---|
JP2003533455A (en) | 2003-11-11 |
MXPA02007111A (en) | 2002-12-13 |
EP1282388A1 (en) | 2003-02-12 |
US6359090B1 (en) | 2002-03-19 |
CN1398177A (en) | 2003-02-19 |
EP1282388A4 (en) | 2003-06-04 |
BR0107677A (en) | 2002-11-12 |
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