JP2006518791A - テルペン樹脂−及び炭化水素樹脂−系の界面活性剤並びに粘着性付与剤樹脂の水性分散物 - Google Patents
テルペン樹脂−及び炭化水素樹脂−系の界面活性剤並びに粘着性付与剤樹脂の水性分散物 Download PDFInfo
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- JP2006518791A JP2006518791A JP2006502404A JP2006502404A JP2006518791A JP 2006518791 A JP2006518791 A JP 2006518791A JP 2006502404 A JP2006502404 A JP 2006502404A JP 2006502404 A JP2006502404 A JP 2006502404A JP 2006518791 A JP2006518791 A JP 2006518791A
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- Prior art keywords
- resin
- surfactant
- terpene
- adduct
- phenol
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- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2615—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen the other compounds containing carboxylic acid, ester or anhydride groups
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- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
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Abstract
Description
発明の分野
本発明は、一般的に界面活性剤に、更に具体的には、樹脂がラテックスと配合されて、水性粘着剤(waterborne adhesive)を与えることができる、粘着性付与剤樹脂(tackifier resin)の水性分散物を調製するために有用な界面活性剤に関する。
溶媒系粘着剤(solvent−based adhesive)を置換える改良された水性(即ち水に分散された)粘着剤の継続する開発は、その認められた健康及び環境の災害に由来する、溶媒の政府による規制によって大きく動機付けされている。結果として、水性粘着剤が、各種の基質をいっしょに粘着するために広範囲に使用されるようになっている。このような粘着剤は、しばしば高分子量の弾性体ラテックス(又はアクリル及びスチレン−ブタジエンゴムラテックスのような、ラテックスの混合物)、及び少なくとも一つの水に分散された粘着性付与剤樹脂の両方を含んでなる。粘着性付与剤樹脂を含まない官能性水性粘着剤を調製することも可能である。然しながら、粘着剤の商業的適用を可能にする各種の基質への粘着を示す粘着剤を経済的に製造するために、後者を含めることが一般的に必要である。
簡単には、本発明は、樹脂、特に粘着性付与剤樹脂を水中に分散するための用途を有し、ここで分散された粘着性付与剤樹脂は、次いで水性粘着剤を調製するために使用される界面活性剤を調製するための方法を指向する。本発明は、更に開示された方法を使用して調製される界面活性剤、並びに組成物、例えば開示された界面活性剤を含んでなる水性分散物及び粘着性組成物も指向する。
一つの側面において、本発明は、界面活性剤を調製するための方法に向けられる。この方法は、樹脂を選択することを含み、ここで、樹脂は、モノマーの重合残基含んでなり、そしてモノマーは、不飽和炭化水素であるか、又はそれを含む。選択された樹脂は、α,β−不飽和カルボン酸、又はその酸無水物或いはそのエステルと反応して、本明細書中で付加体とも呼ばれる、カルボニル含有樹脂を与える。次いで付加体は、カルボキシル反応性ポリ(アルキレンオキシド)、例えば、ヒドロキシル−又はアミン−末端のポリ(アルキレンオキシド)と反応して、或いはin situでポリ(アルキレンオキシド)を生じるようにアルキレンオキシドと反応して、本発明の界面活性剤を与える。その構造にもよるが、界面活性剤は、リン酸化又は硫酸化によって化学的に改質することができる。
無水マレイン酸のテルペン−ビニル芳香族樹脂との反応による付加体の調製
四つ口の1Lの丸底フラスコに、450グラムのSylvares(登録商標)ZT105LTテルペン−ビニル芳香族樹脂(Arizona Chemical Company,Jacksonville,Florida)を入れ、そして2L/分の窒素置換下で150℃で加熱した。樹脂が溶融し、そして十分に流動性となった時点で、約250rpmで撹拌を始めた。撹拌された樹脂に、50.0グラムの無水マレイン酸を加えた。フラスコの内容物を窒素雰囲気下に置き、そして200℃に加熱した。撹拌を300rpmに増加した。反応物を16.5時間200℃で撹拌し、次いで250℃で約5.5時間加熱した。試料を分析し、97.1%の無水マレイン酸の転換が示された。温度を200℃まで下げ、そしてフラスコの内容物を窒素で散布して、未反応の無水マレイン酸を、水抽出物(試料と等重量)の酸価が0.3になるまで除去した。フラスコの内容物を排出した。付加体の分析は、6.54重量%の無水マレイン酸が付加されたことを示した。
実施例1の付加体のポリエチレングリコールとの反応による樹脂分散物界面活性剤の調製
パドル撹拌機、窒素の入り口及び熱電対を備えた、1Lの四つ口丸底フラスコに、100.0グラムの実施例1からの付加体及び143.2グラムの2000の平均分子量を有するポリエチレングリコール(“PEG2000”、Aldrich Chemical Company,Milwaukee,Wisconsin)を入れた。フラスコの内容物を、1L/分の窒素置換下で加熱した。内容物が溶融し、そして十分に流動性となった時点で撹拌を開始した。温度が219℃に達した時点で、0.54グラムの75%リン酸を入れ、そしてフラスコを窒素雰囲気下に置き、そして250℃に加熱した。反応物をこの温度で20時間撹拌した。反応物の試料は、1.4の酸価を有していた。フラスコの内容物を157℃に冷却し、そして排出した。
ロジンエステル粘着性付与剤樹脂の、実施例2の界面活性剤との分散物
1.5Lの樹脂フラスコに、300.0グラムのSylvares(登録商標)RE−85(Arizona Chemical Company,Jacksonville,FL)及び18.0グラムの実施例2からの界面活性剤を入れた。内容物を2L/分の窒素掃引下で98℃で加熱した。撹拌を開始し、そしてフラスコを窒素ブランケット下に置いた。2.1グラムの50%水酸化カリウムの、47グラムの蒸留水中の溶液を調製し、そして80℃に加熱した。粘着性付与剤樹脂−界面活性剤の配合物の温度が112℃になった時点で、熱水酸化カリウム溶液を加えて、まず油中水分散物を製造し、これは水中油分散物に反転した。この分散物の温度を97℃にし、そして160グラムの熱蒸留水を18分かけて加えた。得られた希釈された分散物を59℃に冷却し、そしてある程度の殺生物剤を加えた。更に50℃に冷却後、分散物を分析し、9.5のpHを得た。分散物の試料を7.5のpHに調節し、そして58.8%の固体及び0.84ミクロンの平均粒子の大きさであった。
Claims (21)
- α,β−不飽和カルボン酸又は酸無水物、或いはそのエステルを、炭化水素モノマー残基を含んでなる樹脂と反応させて、付加体を得て;そして
前記付加体を、アルキレンオキシド又はカルボキシル反応性ポリ(アルキレンオキシド)のいずれかと反応させて、界面活性剤を得る;
ことを含んでなる界面活性剤を調製するための方法。 - 前記樹脂が、ポリテルペン樹脂、テルペン−フェノール樹脂、テルペン−炭化水素樹脂、テルペン−ビニル芳香族樹脂、炭化水素樹脂、及びビニル芳香族改質炭化水素樹脂からなる群から選択される、請求項1に記載の方法。
- 前記界面活性剤を、リン酸化又はスルホン化のいずれかによって改質して、官能化された界面活性剤を得ることを更に含んでなる、請求項1に記載の方法。
- 前記α,β−不飽和カルボン酸が、マレイン酸であり、そしてα,β−不飽和カルボン酸無水物が、無水マレイン酸である、請求項1に記載の方法。
- 前記樹脂が、約10℃ないし約150℃の軟化点を有するポリテルペン樹脂である、請求項1に記載の方法。
- 前記樹脂が、α−ピネン、β−ピネン、リモネン、ジペンテン、β−フェランドレン、δ−3−カレン、及びδ−2−カレンの少なくとも一つの残基を含んでなる、請求項1に記載の方法。
- 前記樹脂が、イソブチレン、1−アルケン、2−アルケン、三置換アルケン、及びビニルシクロヘキサンの少なくとも一つの残基を更に含んでなる、請求項6に記載の方法。
- 前記樹脂が、ピペリレン、イソプレン、2−メチル−2−ブテン、2−メチル−1−ブテン、シクロペンテン、環式ペンテン、シクロペンタジエン、及びジシクロペンタジエンの少なくとも一つの残基を更に含んでなる、請求項6に記載の方法。
- 前記樹脂が、テルペン−フェノール樹脂であり、そしてα−ピネン、β−ピネン、δ−3−カレン及びリモネンの少なくとも一つの残基を含んでなる、請求項1に記載の方法。
- 前記テルペン−フェノール樹脂が、スチレン、インデン、α−メチルスチレン、アルキル芳香族スチレン、ジビニルベンゼン、一つ又はそれより多いアルキル基を伴うジビニルベンゼン、イソブチレン、ジイソブチレン、1−アルケン、2−アルケン、三置換アルケン、ビニルシクロヘキセン、ピペリレン、イソプレン、2−メチル−2−ブテン、2−メチル−1−ブテン、シクロペンテン、非環式ペンテン、シクロペンタジエン、及びジシクロペンタジエンの少なくとも一つの残基を更に含んでなる、請求項9に記載の方法。
- 前記フェノールが、フェノール、一置換フェノール、二置換フェノール、三置換フェノール及びヒドロキシル置換ナフタレン化合物から選択される、請求項9に記載の方法。
- 前記樹脂が、ピペリレン、イソプレン、2−メチル−2−ブテン、2−メチル−1−ブテン、シクロペンテン、非環式ペンテン、シクロペンタジエン、及びジシクロペンタジエンから選択されるモノマーの残基を含んでなる、請求項1に記載の方法。
- 前記付加体が、ポリ(エチレングリコール)又は一つより多いポリ(エチレングリコール)の混合物と反応させられる、請求項1に記載の方法。
- 前記ポリエチレングリコールが、1,000ないし20,000の範囲の分子量を有する、請求項13に記載の方法。
- 前記付加体が、エチレンオキシドと反応させられる、請求項1に記載の方法。
- 請求項1−15のいずれか1項に記載の界面活性剤。
- 請求項1−15のいずれか1項に記載の界面活性剤及び粘着性付与剤樹脂を含んでなる、組成物。
- 水及び請求項17に記載の前記組成物を含んでなる、水性分散物。
- 請求項1−15のいずれか1項に記載の界面活性剤、粘着性付与剤樹脂、ポリマーラテックス、及び水を含んでなる、粘着性組成物。
- 請求項19に記載の粘着性組成物の層を基質の表面に適用し、そして前記層を乾燥することによって調製される、感圧粘着性オーバーレイ。
- 請求項1−15のいずれか1項に記載の界面活性剤を含んでなる、粘着性組成物。
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US10/360,585 | 2003-02-06 | ||
US10/360,585 US6900274B2 (en) | 2003-02-06 | 2003-02-06 | Terpene resin-and hydrocarbon resin-based surfactants and aqueous dispersion of tackifier resins |
PCT/IB2004/000300 WO2004069952A2 (en) | 2003-02-06 | 2004-01-28 | Terpene resin- and hydrocarbon resin-based surfactants and aqueous dispersion of tackifier |
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JP2011163090A Expired - Fee Related JP5650069B2 (ja) | 2003-02-06 | 2011-07-26 | テルペン樹脂−及び炭化水素樹脂−系の界面活性剤並びに粘着性付与剤樹脂の水性分散物 |
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US (3) | US6900274B2 (ja) |
EP (1) | EP1597333B1 (ja) |
JP (2) | JP5307334B2 (ja) |
CN (2) | CN101274241B (ja) |
AT (1) | ATE477314T1 (ja) |
DE (1) | DE602004028578D1 (ja) |
ES (1) | ES2350635T3 (ja) |
WO (1) | WO2004069952A2 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011500908A (ja) * | 2007-10-15 | 2011-01-06 | リヴォリマー リミテッド | 両親媒性ポリマー材料の無溶媒合成 |
JP2020023596A (ja) * | 2018-08-06 | 2020-02-13 | 東洋インキScホールディングス株式会社 | 粘着付与樹脂水性分散体、水性粘着剤及び粘着シート |
Families Citing this family (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6900274B2 (en) * | 2003-02-06 | 2005-05-31 | Arizona Chemical Company | Terpene resin-and hydrocarbon resin-based surfactants and aqueous dispersion of tackifier resins |
US9023929B2 (en) * | 2004-02-13 | 2015-05-05 | Lawter, Inc. | Tackifier dispersion |
EP1913075B1 (en) * | 2005-08-09 | 2014-12-17 | Arizona Chemical Company | Rubber compositions containing improved tackifiers |
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AU2007201199B2 (en) * | 2006-03-20 | 2012-03-29 | Avery Dennison Corporation | Tackifier solution and process for producing tackifier solution |
US20070254985A1 (en) * | 2006-04-21 | 2007-11-01 | Maas Joost H | Resin dispersions with low surfactant concentrations |
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US8207251B2 (en) | 2009-03-23 | 2012-06-26 | Xerox Corporation | Low polarity nanoparticle metal pastes for printing application |
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EP2702091B1 (en) | 2011-04-29 | 2019-02-13 | CJ CheilJedang Corporation | Process for latex production by melt emulsification |
JP6126120B2 (ja) | 2011-12-07 | 2017-05-10 | 株式会社ブリヂストン | 水性接着剤 |
EP2804887B1 (en) | 2012-01-18 | 2017-03-01 | Stepan Company | Polyester polyols containing diels-alder or ene adducts |
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CN103409097A (zh) * | 2013-05-28 | 2013-11-27 | 常熟市金亿复合材料有限公司 | 一种装饰板用粘结剂的加工工艺 |
WO2014200567A1 (en) | 2013-06-14 | 2014-12-18 | Arizona Chemical Company, Llc | Rosin ester tackifiers for pressure-sensitive adhesives |
US10072186B2 (en) | 2015-07-31 | 2018-09-11 | Fina Technology, Inc. | Farnesene-based tackifying resins and adhesive compositions containing the same |
US9994669B2 (en) | 2016-01-06 | 2018-06-12 | Fina Technology, Inc. | Polyols derived from farnesene for polyurethanes |
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US10370523B2 (en) | 2017-04-03 | 2019-08-06 | Fina Technology, Inc. | Insulating glass sealants based on polyurethanes and organically-modified nanoclays |
CN109134871B (zh) * | 2018-07-20 | 2021-06-29 | 彤程化学(中国)有限公司 | 一种萜烯树脂改性间苯二酚-甲醛粘合树脂及其制备方法和应用 |
CN109575188B (zh) * | 2018-11-29 | 2021-04-13 | 梧州学院 | 马来酸酐改性萜烯树脂的制备方法 |
US11466118B2 (en) | 2019-11-22 | 2022-10-11 | Fina Technology, Inc. | Chain end hydroxyl functionalized branched polyfarnesenes obtained by radical polymerization |
US11512234B2 (en) | 2020-01-10 | 2022-11-29 | Fina Technology, Inc. | Farnesene-based tackifying resins and adhesive compositions containing the same |
EP3862376A1 (en) | 2020-02-07 | 2021-08-11 | Rain Carbon Germany GmbH | Tackifier for elastomer compounds |
CN111454399A (zh) * | 2020-04-30 | 2020-07-28 | 厦门中坤化学有限公司 | 一种浅色高软化点改性蒈烯树脂及其制备方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5540690A (en) * | 1978-09-15 | 1980-03-22 | Hoechst Ag | Natural resin acid surfactant compound and surfactant made therefrom |
JPS5667306A (en) * | 1979-11-05 | 1981-06-06 | Nippon Zeon Co Ltd | Production of novel modified resin |
JPH11335654A (ja) * | 1998-03-06 | 1999-12-07 | Arakawa Chem Ind Co Ltd | 粘着付与樹脂および粘着剤組成物 |
JP2000096020A (ja) * | 1998-09-24 | 2000-04-04 | Nitto Denko Corp | 水分散型感圧性接着剤の製造方法 |
Family Cites Families (48)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR961575A (ja) | 1950-06-15 | |||
US1993031A (en) * | 1933-08-04 | 1935-03-05 | Hercules Powder Co Ltd | Terpene-maleic anhydride reaction product and method of producing |
US2235447A (en) * | 1938-06-24 | 1941-03-18 | American Cyanamid Co | Ester condensation products and method of producing the same |
US2252393A (en) * | 1939-09-12 | 1941-08-12 | American Cyanamid Co | Complex esters and processes of producing same |
US2322542A (en) * | 1940-03-28 | 1943-06-22 | American Cyanamid Co | Surface covering composition containing synthetic resins and process of producing same |
US2289638A (en) * | 1941-06-02 | 1942-07-14 | Michigan Res Lab Inc | Printing ink |
US2446581A (en) * | 1946-03-02 | 1948-08-10 | Milprint Inc | Adhesive composition comprising a polyalkylene glycol and an alkyd resin |
US2748086A (en) * | 1951-12-18 | 1956-05-29 | Petrolite Corp | Process for inhibiting foam |
US2993880A (en) | 1954-12-16 | 1961-07-25 | Exxon Research Engineering Co | Cross-linked maleic anhydride modified petroleum resin |
US2933486A (en) * | 1956-07-30 | 1960-04-19 | American Cyanamid Co | Storage of rosin in molten form |
US3005800A (en) * | 1958-04-01 | 1961-10-24 | Paul O Powers | Method of maleinizing petroleum resin |
US3161620A (en) * | 1960-12-16 | 1964-12-15 | Standard Oil Co | Reaction of hydrocarbon resins with maleic anhydride |
US3226452A (en) * | 1962-12-12 | 1965-12-28 | Grace W R & Co | Alpha-pinene modified polyester resins |
GB1054759A (ja) * | 1963-04-02 | |||
US3279925A (en) * | 1964-03-26 | 1966-10-18 | Veko Ind Ltd | Method of brewing beverage |
US3892905A (en) * | 1970-08-12 | 1975-07-01 | Du Pont | Cold water soluble plastic films |
JPS5634004B2 (ja) * | 1973-07-16 | 1981-08-07 | ||
US3965059A (en) * | 1973-12-10 | 1976-06-22 | Imperial Chemical Industries Limited | Alkyd resin |
US4140668A (en) * | 1975-01-31 | 1979-02-20 | Unitika Ltd. | Water soluble or water dispersible hot-melt adhesive compositions based on polyvinyl alcohol with residual acetate groups and process for producing the same |
US3959238A (en) * | 1975-04-14 | 1976-05-25 | Velsicol Chemical Corporation | Terpolymers of styrene, isobutylene and beta-pinene |
US4057682A (en) * | 1975-09-16 | 1977-11-08 | Arizona Chemical Company | Polymerization of α-pinene |
CA1098633A (en) * | 1978-12-14 | 1981-03-31 | Elsa S. Polatajko-Lobos | Paper coating composition |
US4382128A (en) | 1980-07-28 | 1983-05-03 | Standard Oil Company | Polyolefin grafted with polycarboxylic acid, ester or anhydride and modified with polyhydroxy compound |
EP0088510B1 (en) | 1982-02-15 | 1988-03-09 | Exxon Research And Engineering Company | Improvement in or relating to petroleum resins |
US4411951A (en) * | 1982-07-30 | 1983-10-25 | E. I. Du Pont De Nemours & Co. | High solids coating composition of an enamel containing a rheology control additive of silica and polyethylene glycol |
WO1984004533A1 (en) * | 1983-05-18 | 1984-11-22 | Scm Corp | A method of preparing a resinous dispersion for the lackification of elastomeric latices |
US4670504A (en) | 1983-05-18 | 1987-06-02 | Sylvachem Corporation | Ionizable olefin based resinous tackifiers for latex |
US4477613A (en) | 1983-08-01 | 1984-10-16 | Sylvachem Corporation | Stabilization of tackifying resin dispersions |
US4487901A (en) * | 1984-04-04 | 1984-12-11 | Hercules Incorporated | Polymerization of beta-pinene |
US4857563A (en) * | 1987-03-09 | 1989-08-15 | Minnesota Mining And Manufacturing Company | Encapsulant compositions for use in signal transmission devices |
US5268399A (en) | 1987-06-24 | 1993-12-07 | Exxon Chemical Patents Inc. | Resin emulsions |
ES2039640T3 (es) * | 1987-10-29 | 1993-10-01 | Nippon Shokubai Kagaku Kogyo Co., Ltd | Un metodo de tratamiento de la superficie de una resina absorbente de agua. |
US6274657B1 (en) | 1992-04-23 | 2001-08-14 | Arizona Chemical Company | Surfactant for forming stable dispersions of rosin esters |
GB2273294B (en) | 1992-11-11 | 1997-06-11 | Jujo Paper Co Ltd | Aqueous polyolefin resin composition |
GB2288179B (en) | 1992-11-11 | 1997-06-11 | Jujo Paper Co Ltd | Aqueous polyolefin resin composition |
SE9203499L (sv) | 1992-11-20 | 1994-05-21 | Eka Nobel Ab | Kolofoniumderivat som ytaktivt medel |
EP0610632A1 (en) * | 1993-02-11 | 1994-08-17 | Dsm N.V. | Resinous copolymer |
US5844063A (en) * | 1993-08-10 | 1998-12-01 | Arizona Chemical, S.A. | Resinous copolymer comprising monomer units of each of the groups of phenol compounds and olefinically unsaturated non-acidic terpene compounds |
FR2721921B1 (fr) * | 1994-07-01 | 1996-10-31 | Rhone Poulenc Chimie | Derives d'origine terpenique, composition tensioactive et/ou parfumante en contenant et formulation detergente a base de cette composition |
US5725650A (en) * | 1995-03-20 | 1998-03-10 | Cabot Corporation | Polyethylene glycol treated carbon black and compounds thereof |
US6121392A (en) * | 1997-05-08 | 2000-09-19 | Arizona Chemical Company | Low softening point beta-pinene-based resins with improved molecular weight distribution |
US6357499B1 (en) * | 1998-10-02 | 2002-03-19 | The Goodyear Tire & Rubber Company | Polymeric resinous material derived from limonene, dicyclopentadiene, indene and tertiary-butyl styrene |
US6387982B1 (en) | 1998-11-23 | 2002-05-14 | Dentsply Detrey G.M.B.H. | Self etching adhesive primer composition and polymerizable surfactants |
US6228944B1 (en) * | 1999-06-24 | 2001-05-08 | The Goodyear Tire & Rubber Company | Polymeric resinous material derived from limonene, dimethyl-dicyclopentadiene, indene and vinyl toluene |
US6369146B1 (en) | 1999-10-26 | 2002-04-09 | Air Products And Chemicals, Inc. | Malic acid diester surfactants |
JP2002011337A (ja) | 2000-06-28 | 2002-01-15 | Harima Chem Inc | 水性エマルション用乳化分散剤 |
US6461728B2 (en) | 2000-12-29 | 2002-10-08 | 3M Innovative Properties Company | Gamma radiation polymerized emulsion-based (meth)acrylate pressure sensitive adhesives and methods of making and using same |
US6900274B2 (en) * | 2003-02-06 | 2005-05-31 | Arizona Chemical Company | Terpene resin-and hydrocarbon resin-based surfactants and aqueous dispersion of tackifier resins |
-
2003
- 2003-02-06 US US10/360,585 patent/US6900274B2/en not_active Expired - Lifetime
-
2004
- 2004-01-28 WO PCT/IB2004/000300 patent/WO2004069952A2/en active Application Filing
- 2004-01-28 ES ES04705867T patent/ES2350635T3/es not_active Expired - Lifetime
- 2004-01-28 CN CN2008100019426A patent/CN101274241B/zh not_active Expired - Fee Related
- 2004-01-28 EP EP04705867A patent/EP1597333B1/en not_active Expired - Lifetime
- 2004-01-28 AT AT04705867T patent/ATE477314T1/de not_active IP Right Cessation
- 2004-01-28 DE DE602004028578T patent/DE602004028578D1/de not_active Expired - Lifetime
- 2004-01-28 CN CNB2004800037320A patent/CN100366698C/zh not_active Expired - Fee Related
- 2004-01-28 JP JP2006502404A patent/JP5307334B2/ja not_active Expired - Fee Related
- 2004-08-10 US US10/915,113 patent/US20050096436A1/en not_active Abandoned
-
2007
- 2007-01-29 US US11/699,203 patent/US7452941B2/en not_active Expired - Fee Related
-
2011
- 2011-07-26 JP JP2011163090A patent/JP5650069B2/ja not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5540690A (en) * | 1978-09-15 | 1980-03-22 | Hoechst Ag | Natural resin acid surfactant compound and surfactant made therefrom |
JPS5667306A (en) * | 1979-11-05 | 1981-06-06 | Nippon Zeon Co Ltd | Production of novel modified resin |
JPH11335654A (ja) * | 1998-03-06 | 1999-12-07 | Arakawa Chem Ind Co Ltd | 粘着付与樹脂および粘着剤組成物 |
JP2000096020A (ja) * | 1998-09-24 | 2000-04-04 | Nitto Denko Corp | 水分散型感圧性接着剤の製造方法 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011500908A (ja) * | 2007-10-15 | 2011-01-06 | リヴォリマー リミテッド | 両親媒性ポリマー材料の無溶媒合成 |
JP2020023596A (ja) * | 2018-08-06 | 2020-02-13 | 東洋インキScホールディングス株式会社 | 粘着付与樹脂水性分散体、水性粘着剤及び粘着シート |
Also Published As
Publication number | Publication date |
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WO2004069952A2 (en) | 2004-08-19 |
US20050096436A1 (en) | 2005-05-05 |
US20070207313A1 (en) | 2007-09-06 |
ES2350635T3 (es) | 2011-01-25 |
EP1597333A2 (en) | 2005-11-23 |
WO2004069952A3 (en) | 2004-09-16 |
CN100366698C (zh) | 2008-02-06 |
US20040158003A1 (en) | 2004-08-12 |
EP1597333B1 (en) | 2010-08-11 |
CN1748013A (zh) | 2006-03-15 |
JP5650069B2 (ja) | 2015-01-07 |
US7452941B2 (en) | 2008-11-18 |
ATE477314T1 (de) | 2010-08-15 |
JP5307334B2 (ja) | 2013-10-02 |
CN101274241B (zh) | 2012-01-11 |
DE602004028578D1 (de) | 2010-09-23 |
JP2011252156A (ja) | 2011-12-15 |
US6900274B2 (en) | 2005-05-31 |
CN101274241A (zh) | 2008-10-01 |
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