A review of the developments of multi-purpose primers and adhesives comprising novel dithiooctanoate monomers and phosphonic acid monomers
This paper reviews the developments of dithiooctanoate monomers and acidic adhesive monomers, and their roles in multi-purpose primers and adhesives in promoting adhesion to multiple substrate materials. Novel dithiooctanoate monomers exhibited excellent bonding to precious metals and alloys when co...
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| Veröffentlicht in: | Dental Materials Journal 2012, Vol.31(1), pp.1-25 |
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| creator | IKEMURA, Kunio ENDO, Takeshi KADOMA, Yoshinori |
| description | This paper reviews the developments of dithiooctanoate monomers and acidic adhesive monomers, and their roles in multi-purpose primers and adhesives in promoting adhesion to multiple substrate materials. Novel dithiooctanoate monomers exhibited excellent bonding to precious metals and alloys when compared against conventional sulfur-containing monomers. Newly developed phosphonic acid monomers, endowed with a water-soluble nature, enabled sufficient demineralization of dental hard tissues and thus improved bonding to both ground enamel and dentin. The optimal combination for bonding to dental hard tissues and precious and non-precious metals and alloys was 5.0 wt% 10-methacryloyloxydecyl 6,8-dithiooctanoate (10-MDDT) and 1.0 wt% 6-methacryloyloxyhexyl phosphonoacetate (6-MHPA). For bonding to dental porcelain, alumina, zirconia, and gold (Au) alloy, a ternary combination of silane coupling agent, acidic adhesive monomers, and dithiooctanoate monomers seemed promising. The latest development was a single-bottle, multi-purpose, self-etching adhesive which contained only acidic adhesive monomers and dithiooctanoate monomers but which produced strong adhesion to ground enamel and dentin, sandblasted zirconia, and Au alloy. |
| doi_str_mv | 10.4012/dmj.2011-139 |
| format | Article |
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Novel dithiooctanoate monomers exhibited excellent bonding to precious metals and alloys when compared against conventional sulfur-containing monomers. Newly developed phosphonic acid monomers, endowed with a water-soluble nature, enabled sufficient demineralization of dental hard tissues and thus improved bonding to both ground enamel and dentin. The optimal combination for bonding to dental hard tissues and precious and non-precious metals and alloys was 5.0 wt% 10-methacryloyloxydecyl 6,8-dithiooctanoate (10-MDDT) and 1.0 wt% 6-methacryloyloxyhexyl phosphonoacetate (6-MHPA). For bonding to dental porcelain, alumina, zirconia, and gold (Au) alloy, a ternary combination of silane coupling agent, acidic adhesive monomers, and dithiooctanoate monomers seemed promising. The latest development was a single-bottle, multi-purpose, self-etching adhesive which contained only acidic adhesive monomers and dithiooctanoate monomers but which produced strong adhesion to ground enamel and dentin, sandblasted zirconia, and Au alloy.</description><identifier>ISSN: 0287-4547</identifier><identifier>EISSN: 1881-1361</identifier><identifier>DOI: 10.4012/dmj.2011-139</identifier><identifier>PMID: 22277601</identifier><language>eng</language><publisher>Japan: The Japanese Society for Dental Materials and Devices</publisher><subject>Adhesive bonding ; Adhesive monomer ; Adhesives ; Alloys ; Caprylates - chemistry ; Dental Alloys - chemistry ; Dental Bonding ; Dental Cements - chemistry ; Dental Enamel - ultrastructure ; Dental materials ; Dentin - ultrastructure ; Dentistry ; Dithiooctanoate monomer ; Gold base alloys ; Grounds ; Humans ; Methacrylates - chemistry ; Monomers ; Multi-purpose adhesive ; Organophosphonates - chemistry ; Phosphonic acid monomer ; Phosphonoacetic Acid - analogs & derivatives ; Phosphonoacetic Acid - chemistry ; Phosphorous Acids - chemistry ; Sulfur Compounds - chemistry ; Zirconium dioxide</subject><ispartof>Dental Materials Journal, 2012, Vol.31(1), pp.1-25</ispartof><rights>2012 The Japanese Society for Dental Materials and Devices</rights><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c675t-1de5bee7fce523efdeaf464df1f3a2daf8b9b0deec1ed02e75c4ca626502fd483</citedby><cites>FETCH-LOGICAL-c675t-1de5bee7fce523efdeaf464df1f3a2daf8b9b0deec1ed02e75c4ca626502fd483</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22277601$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>IKEMURA, Kunio</creatorcontrib><creatorcontrib>ENDO, Takeshi</creatorcontrib><creatorcontrib>KADOMA, Yoshinori</creatorcontrib><creatorcontrib>Department of Research and Development</creatorcontrib><creatorcontrib>Division of Biofunctional Molecules</creatorcontrib><creatorcontrib>Tokyo Medical and Dental University</creatorcontrib><creatorcontrib>Shofu Inc</creatorcontrib><creatorcontrib>Institute of Biomaterials and Bioengineering</creatorcontrib><creatorcontrib>Department of Applied Functional Molecules</creatorcontrib><creatorcontrib>Molecular Engineering Institute</creatorcontrib><creatorcontrib>Kinki University</creatorcontrib><title>A review of the developments of multi-purpose primers and adhesives comprising novel dithiooctanoate monomers and phosphonic acid monomers</title><title>Dental Materials Journal</title><addtitle>Dent. Mater. J.</addtitle><description>This paper reviews the developments of dithiooctanoate monomers and acidic adhesive monomers, and their roles in multi-purpose primers and adhesives in promoting adhesion to multiple substrate materials. Novel dithiooctanoate monomers exhibited excellent bonding to precious metals and alloys when compared against conventional sulfur-containing monomers. Newly developed phosphonic acid monomers, endowed with a water-soluble nature, enabled sufficient demineralization of dental hard tissues and thus improved bonding to both ground enamel and dentin. The optimal combination for bonding to dental hard tissues and precious and non-precious metals and alloys was 5.0 wt% 10-methacryloyloxydecyl 6,8-dithiooctanoate (10-MDDT) and 1.0 wt% 6-methacryloyloxyhexyl phosphonoacetate (6-MHPA). For bonding to dental porcelain, alumina, zirconia, and gold (Au) alloy, a ternary combination of silane coupling agent, acidic adhesive monomers, and dithiooctanoate monomers seemed promising. The latest development was a single-bottle, multi-purpose, self-etching adhesive which contained only acidic adhesive monomers and dithiooctanoate monomers but which produced strong adhesion to ground enamel and dentin, sandblasted zirconia, and Au alloy.</description><subject>Adhesive bonding</subject><subject>Adhesive monomer</subject><subject>Adhesives</subject><subject>Alloys</subject><subject>Caprylates - chemistry</subject><subject>Dental Alloys - chemistry</subject><subject>Dental Bonding</subject><subject>Dental Cements - chemistry</subject><subject>Dental Enamel - ultrastructure</subject><subject>Dental materials</subject><subject>Dentin - ultrastructure</subject><subject>Dentistry</subject><subject>Dithiooctanoate monomer</subject><subject>Gold base alloys</subject><subject>Grounds</subject><subject>Humans</subject><subject>Methacrylates - chemistry</subject><subject>Monomers</subject><subject>Multi-purpose adhesive</subject><subject>Organophosphonates - chemistry</subject><subject>Phosphonic acid monomer</subject><subject>Phosphonoacetic Acid - analogs & derivatives</subject><subject>Phosphonoacetic Acid - chemistry</subject><subject>Phosphorous Acids - chemistry</subject><subject>Sulfur Compounds - chemistry</subject><subject>Zirconium dioxide</subject><issn>0287-4547</issn><issn>1881-1361</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9UcFu1DAQtRCILoUbZ-QbHJpiO7GTHEtFC1IlLnC2vPa48Sqxg-0s6i_w1ThNu0cOM2P5vXkez0PoPSWXDaHss5kOl4xQWtG6f4F2tOvWo6Av0Y6wrq0a3rRn6E1KB0KaXnTda3TGGGtbQegO_b3CEY4O_uBgcR4AGzjCGOYJfE7r3bSM2VXzEueQAM_RTRATVt5gZQZI7ggJ6zAVIDl_j30o7di4PLgQdFY-qAx4Cj6c-uYhpBLeaay0MyfwLXpl1Zjg3VM9R79uvv68_lbd_bj9fn11V2nR8lxRA3wP0FoNnNVgDSjbiMZYamvFjLLdvt8TA6ApGMKg5brRSjDBCbOm6epz9HHTnWP4vUDKcnJJwzgqD2FJsqd9zwUjojA__ZdJRUtr1rF2pV5sVB1DShGsXFel4oOkRK4-yeKTXH2SxadC__CkvOwnMCfyszGFcLsRCuq0GoMfnQd5CEv0ZTnSPJQv-k2SSUJqSmgpazwmxhmtCedNUfqyKR1SVvdwekrF7PQIj3PVZao1Pc93AvWgogRf_wPbx8DX</recordid><startdate>20120101</startdate><enddate>20120101</enddate><creator>IKEMURA, Kunio</creator><creator>ENDO, Takeshi</creator><creator>KADOMA, Yoshinori</creator><general>The Japanese Society for Dental Materials and Devices</general><general>Japanese Society for Dental Materials and Devices</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7SR</scope><scope>7TB</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>FR3</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope></search><sort><creationdate>20120101</creationdate><title>A review of the developments of multi-purpose primers and adhesives comprising novel dithiooctanoate monomers and phosphonic acid monomers</title><author>IKEMURA, Kunio ; ENDO, Takeshi ; KADOMA, Yoshinori</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c675t-1de5bee7fce523efdeaf464df1f3a2daf8b9b0deec1ed02e75c4ca626502fd483</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Adhesive bonding</topic><topic>Adhesive monomer</topic><topic>Adhesives</topic><topic>Alloys</topic><topic>Caprylates - chemistry</topic><topic>Dental Alloys - chemistry</topic><topic>Dental Bonding</topic><topic>Dental Cements - chemistry</topic><topic>Dental Enamel - ultrastructure</topic><topic>Dental materials</topic><topic>Dentin - ultrastructure</topic><topic>Dentistry</topic><topic>Dithiooctanoate monomer</topic><topic>Gold base alloys</topic><topic>Grounds</topic><topic>Humans</topic><topic>Methacrylates - chemistry</topic><topic>Monomers</topic><topic>Multi-purpose adhesive</topic><topic>Organophosphonates - chemistry</topic><topic>Phosphonic acid monomer</topic><topic>Phosphonoacetic Acid - analogs & derivatives</topic><topic>Phosphonoacetic Acid - chemistry</topic><topic>Phosphorous Acids - chemistry</topic><topic>Sulfur Compounds - chemistry</topic><topic>Zirconium dioxide</topic><toplevel>online_resources</toplevel><creatorcontrib>IKEMURA, Kunio</creatorcontrib><creatorcontrib>ENDO, Takeshi</creatorcontrib><creatorcontrib>KADOMA, Yoshinori</creatorcontrib><creatorcontrib>Department of Research and Development</creatorcontrib><creatorcontrib>Division of Biofunctional Molecules</creatorcontrib><creatorcontrib>Tokyo Medical and Dental University</creatorcontrib><creatorcontrib>Shofu Inc</creatorcontrib><creatorcontrib>Institute of Biomaterials and Bioengineering</creatorcontrib><creatorcontrib>Department of Applied Functional Molecules</creatorcontrib><creatorcontrib>Molecular Engineering Institute</creatorcontrib><creatorcontrib>Kinki University</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Dental Materials Journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>IKEMURA, Kunio</au><au>ENDO, Takeshi</au><au>KADOMA, Yoshinori</au><aucorp>Department of Research and Development</aucorp><aucorp>Division of Biofunctional Molecules</aucorp><aucorp>Tokyo Medical and Dental University</aucorp><aucorp>Shofu Inc</aucorp><aucorp>Institute of Biomaterials and Bioengineering</aucorp><aucorp>Department of Applied Functional Molecules</aucorp><aucorp>Molecular Engineering Institute</aucorp><aucorp>Kinki University</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A review of the developments of multi-purpose primers and adhesives comprising novel dithiooctanoate monomers and phosphonic acid monomers</atitle><jtitle>Dental Materials Journal</jtitle><addtitle>Dent. Mater. J.</addtitle><date>2012-01-01</date><risdate>2012</risdate><volume>31</volume><issue>1</issue><spage>1</spage><epage>25</epage><pages>1-25</pages><issn>0287-4547</issn><eissn>1881-1361</eissn><abstract>This paper reviews the developments of dithiooctanoate monomers and acidic adhesive monomers, and their roles in multi-purpose primers and adhesives in promoting adhesion to multiple substrate materials. Novel dithiooctanoate monomers exhibited excellent bonding to precious metals and alloys when compared against conventional sulfur-containing monomers. Newly developed phosphonic acid monomers, endowed with a water-soluble nature, enabled sufficient demineralization of dental hard tissues and thus improved bonding to both ground enamel and dentin. The optimal combination for bonding to dental hard tissues and precious and non-precious metals and alloys was 5.0 wt% 10-methacryloyloxydecyl 6,8-dithiooctanoate (10-MDDT) and 1.0 wt% 6-methacryloyloxyhexyl phosphonoacetate (6-MHPA). For bonding to dental porcelain, alumina, zirconia, and gold (Au) alloy, a ternary combination of silane coupling agent, acidic adhesive monomers, and dithiooctanoate monomers seemed promising. The latest development was a single-bottle, multi-purpose, self-etching adhesive which contained only acidic adhesive monomers and dithiooctanoate monomers but which produced strong adhesion to ground enamel and dentin, sandblasted zirconia, and Au alloy.</abstract><cop>Japan</cop><pub>The Japanese Society for Dental Materials and Devices</pub><pmid>22277601</pmid><doi>10.4012/dmj.2011-139</doi><tpages>25</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Dental Materials Journal, 2012, Vol.31(1), pp.1-25 |
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| language | eng |
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| source | MEDLINE; J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals |
| subjects | Adhesive bonding Adhesive monomer Adhesives Alloys Caprylates - chemistry Dental Alloys - chemistry Dental Bonding Dental Cements - chemistry Dental Enamel - ultrastructure Dental materials Dentin - ultrastructure Dentistry Dithiooctanoate monomer Gold base alloys Grounds Humans Methacrylates - chemistry Monomers Multi-purpose adhesive Organophosphonates - chemistry Phosphonic acid monomer Phosphonoacetic Acid - analogs & derivatives Phosphonoacetic Acid - chemistry Phosphorous Acids - chemistry Sulfur Compounds - chemistry Zirconium dioxide |
| title | A review of the developments of multi-purpose primers and adhesives comprising novel dithiooctanoate monomers and phosphonic acid monomers |
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