JP6552481B2 - 生物由来の反応性希釈剤及び樹脂を有する合成樹脂接着剤 - Google Patents
生物由来の反応性希釈剤及び樹脂を有する合成樹脂接着剤 Download PDFInfo
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- JP6552481B2 JP6552481B2 JP2016505729A JP2016505729A JP6552481B2 JP 6552481 B2 JP6552481 B2 JP 6552481B2 JP 2016505729 A JP2016505729 A JP 2016505729A JP 2016505729 A JP2016505729 A JP 2016505729A JP 6552481 B2 JP6552481 B2 JP 6552481B2
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- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
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- GNARHXWTMJZNTP-UHFFFAOYSA-N methoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[SiH2]CCCOCC1CO1 GNARHXWTMJZNTP-UHFFFAOYSA-N 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
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- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
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- 230000035515 penetration Effects 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
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- 229950000688 phenothiazine Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
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- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 229920006389 polyphenyl polymer Polymers 0.000 description 1
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- 239000004814 polyurethane Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
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- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- RSPCKAHMRANGJZ-UHFFFAOYSA-N thiohydroxylamine Chemical compound SN RSPCKAHMRANGJZ-UHFFFAOYSA-N 0.000 description 1
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- 150000003672 ureas Chemical class 0.000 description 1
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- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
- C04B26/02—Macromolecular compounds
- C04B26/10—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B26/14—Polyepoxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
- C04B2111/00637—Uses not provided for elsewhere in C04B2111/00 as glue or binder for uniting building or structural materials
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
- C04B2111/00715—Uses not provided for elsewhere in C04B2111/00 for fixing bolts or the like
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/70—Grouts, e.g. injection mixtures for cables for prestressed concrete
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2433/00—Presence of (meth)acrylic polymer
- C09J2433/003—Presence of (meth)acrylic polymer in the primer coating
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/91—Use of waste materials as fillers for mortars or concrete
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Ceramic Engineering (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Epoxy Resins (AREA)
- Materials For Medical Uses (AREA)
Description
本発明による多成分合成樹脂接着剤において使用する際に使用可能な、エポキシ系反応性合成樹脂は、エポキシ成分、好適にはグリシジル化合物系のもの、例えば平均グリシジル基官能性が1.5以上のもの、特に2以上のもの(例えば2〜10)であり、これらは任意でさらなるグリシジルエーテルを反応性希釈剤として包含できる。エポキシ成分のエポキシドとは好適には、少なくとも1種の多価アルコール若しくはフェノール、例えばNovolak、ビスフェノールF若しくはビスフェノールA、又はこれらのエポキシドの混合物のポリ(「ジ−」を含む)グリシジルエーテルであり、これは例えば、相応する多価アルコールと、エピクロロヒドリンとの反応によって得られるものである。例えば、トリメチロールプロパントリグリシジルエーテル、Novolak−エポキシ樹脂、ビスフェノールA−エピクロロヒドリン樹脂、及び/又はビスフェノールF−エピクロロヒドリン樹脂であり、例えばその平均分子量が2000Da以下のものである。エポキシ樹脂は例えば、エポキシド当量が120〜2000、好適には150〜400であり、特に155〜195、例えば165〜185である。本発明による変法では、少なくとも部分的に生物由来の構成要素から製造されている樹脂が好ましい。この樹脂は、生物由来の炭素割合を向上させるからである(例えば生物由来のグリシジル割合を有するビスフェノールA、ビスフェノールF、又はビスフェノールA/Fの樹脂、例えばチェコ共和国、Revolucni 1930/86400 32 Usti nad Labern在のSpolchemie社から得られる)。注入型合成モルタル系の反応体と添加剤の合計質量の割合は、好適には5〜100質量%未満、特に10〜80質量%、10〜70質量%、又は10〜60質量%である。このようなエポキシ成分2種以上の混合物もまた、可能である。適切なエポキシ樹脂、反応性希釈剤、及び硬化剤はまた、Lee H、及びNeville K著、"Handbook of Epoxy Resins" (New. York: McGraw-Hill), 1982年に見られる(これらの化合物は、ここで明示的に本願に組み込む)。
・ジアミン若しくはポリアミン、例えば特に脂肪族(例えばエチレンジアミン)、脂環式及び芳香族のジアミン若しくはポリアミン、アミドアミン、アミン付加物、ポリエーテルジアミン、又はポリフェニル/ポリメチレンポリアミン、マンニッヒ塩基、ポリアミドなど(ここでマンニッヒ塩基、特にWO 2005/090433で開示されたもの、特に3p最後〜6p第二段落で開示されたもの、例えば例1、又は特に例2で開示されたもの、これらは引用により本願に組み込まれるものとし、又は極めて特に好適には、(生物由来の)カルダノール系のもの、単独で、又は1種以上のさらなるジアミン若しくはポリアミンとの混合物で)、
・ジチオール若しくはポリチオール、特に二官能性チオール若しくは多官能性チオール、例えばジメルカプト−α,ω−C1〜C12アルカン、4,4’−ジメルカプトジシクロヘキシルメタン、ジメルカプトジフェニルメタンなど、
・さらに、脂肪族アミノール、例えば特にヒドロキシ低級アルキルアミン、例えばエタノールアミン、ジエタノールアミン、若しくは3−アミノプロパノール、又は芳香族アミノール、例えば2−アミノフェノール、3−アミノフェノール、若しくは4−アミノフェノール。
(本発明の実施態様において好ましい)ラジカル硬化性の反応性合成樹脂とはまず、ラジカル硬化性の不飽和反応性樹脂系のもの、また別個の成分として存在するラジカル形成性硬化剤である。
下記式のビスフェノールA−ジグリシジルエーテルを製造する際の予備連鎖反応を考慮したもの:
一般的により高度のエトキシ化度を考慮すると、
ここでa及びbはそれぞれ相互に独立して、0より大きい数であるが、ただし好適には少なくとも一方の値が0より大きく、好適には双方ともに1以上である(様々な(a及びb)の値を有する多様な分子の混合物が存在し、上記式によって表される場合、平均値として整数とならない場合もあり得、別個に考慮された各分子でのみ、それぞれ整数となる)。これらはまた、以下で「ビニルエステル」と呼ぶことがある。
Claims (17)
- 合成樹脂接着剤及びアンカー材を孔又は間隙に導入し、前記合成樹脂接着剤を硬化させて、孔又は間隙でアンカー材をモルタル充填するための多成分系合成樹脂接着剤の使用であって、前記多成分系合成樹脂接着剤は、反応性希釈剤及び反応性樹脂、及び任意でさらなる添加剤の合成樹脂接着剤であり、前記反応性希釈剤及び前記反応性樹脂は、生物由来であるか、又は生物由来の割合を有する反応性希釈剤及び反応性樹脂を少なくとも1種包含し、前記生物由来の割合を有する前記反応性希釈剤又は前記反応性樹脂は、
(i)一方では非生物由来若しくは生物由来のエピクロロヒドリン、及び非生物由来若しくは生物由来の(メタ)アクリル酸から選択される1種以上の出発物質と、他方では非生物由来若しくは生物由来の相補的な出発原料中に含まれているOH基、若しくはSH基、若しくはアミノ基(NH 2 −)、若しくはイミノ基(−NH−)、又はこれらの基2つ以上との反応により得られる反応性基を1つ以上有し、前記出発原料の少なくとも1つは、少なくとも部分的に生物由来であるもの、および
(ii)エポキシ化された大豆油(メタ)アクリレート、1,10−デカンジオールジ(メタ)アクリレート、テトラヒドロフルフリル(メタ)アクリレート、イソボルニルメタクリレート、ソルビトール(メタ)アクリレート、(メタ)アクリル化されたフーゼル油、又は純粋に生物由来のグリセリントリ(メタ)アクリレート、又は少なくとも(メタ)アクリレート割合が生物由来であるグリセリントリ(メタ)アクリレートであるか、又は少なくとも部分的に生物由来である前記反応性希釈剤2種以上の混合物、及び完全に若しくは部分的に生物由来のアルカン(モノオール、ジオール、トリオール、テトラオール、ペンタオール、ヘキサオール、若しくはポリオールのモノグリシジルエーテル、ジグリシジルエーテル、トリグリシジルエーテル、テトラグリシジルエーテル、ペンタグリシジルエーテル、ヘキサグリシジルエーテル、又はポリグリシジルエーテル)
から選択されており、前記合成樹脂接着剤は、エポキシ系の反応性合成樹脂、又はラジカル硬化性の反応性合成樹脂を含んでおり、生物由来、生物由来の割合を有する、又は少なくとも部分的に生物由来とは、前記反応性希釈剤または生物由来の割合を有する希釈剤が、その分子の少なくとも一部が、植物からなるか、又は植物性若しくは動物性の材料から得られたものであり、14C法により検出することができるものであり、かつ前記生物由来の割合を有する反応性希釈剤の割合は、包装を除いた接着剤の全成分に対して0.5〜80質量%であることを特徴とする、前記多成分系合成樹脂接着剤の使用。 - 前記反応性希釈剤は、一方では非生物由来若しくは生物由来のエピクロロヒドリン及び非生物由来若しくは生物由来の(メタ)アクリル酸から選択される1種以上の出発物質と、他方では非生物由来若しくは生物由来の相補的な出発原料との反応生成物であることを特徴とする、請求項1に記載の使用。
- 前記反応性希釈剤が、部分的に、若しくは完全に生物由来のグリセリントリグリシジルエーテルから選択されるものであることを特徴とする、請求項1に記載の使用。
- 前記エポキシ系の反応性合成樹脂は、Novolak、ビスフェノールF及びビスフェノールAから選択される少なくとも1種の多価アルコール若しくはフェノールのポリ(「ジ−」を含む)グリシジルエーテル、又はこれらのエポキシドの混合物であり、かつ前記ラジカル硬化性の反応性合成樹脂は、それぞれプロポキシ化若しくはエトキシ化されたビスフェノールA、ビスフェノールF、又はNovolakジ(メタ)アクリレートであるか、ビスフェノールA、ビスフェノールF、又はNovolakのジグリシジルエーテル及び/又はポリグリシジルエーテルと、不飽和C 2 〜C 7 アルケンカルボン酸との反応生成物であるか、又はウレタン(メタ)アクリレート及び/又は尿素(メタ)アクリレート、又はこれら2種以上であることを特徴とする、請求項1に記載の使用。
- TUEV RheinlandのASTM 6866に準拠する生物系製品のための認証プログラムにより測定可能な生物由来の炭素の割合が、包装無しの全調製物に対して、少なくとも50質量%超であることを特徴とする、請求項1から4までのいずれか1項に記載の使用。
- 生物由来の炭素の割合が、50〜85質量%であることを特徴とする、請求項5に記載の使用。
- 生物由来の炭素の割合が、少なくとも85質量%であることを特徴とする、請求項5に記載の使用。
- 前記合成樹脂接着剤が、反応性合成樹脂成分(A)と、硬化剤成分(B)とを有する二成分キットであることを特徴とする、請求項1から7までのいずれか1項に記載の使用。
- 前記合成樹脂接着剤が、前記合成樹脂成分(A)中に生物由来の割合を有する前記反応性希釈剤の割合を含有することを特徴とする、請求項8に記載の使用。
- 前記合成樹脂接着剤が、前記硬化剤成分(B)中に生物由来の割合を有する硬化剤を含有することを特徴とする、請求項8に記載の使用。
- 前記合成樹脂接着剤が、反応性合成樹脂成分(A)として、エポキシ系の反応性合成樹脂、又はラジカル硬化性の反応性合成樹脂を包含し、かつそれぞれが硬化剤成分(B)を包含することを特徴とする、請求項1から10までのいずれか1項に記載の使用。
- 前記合成樹脂接着剤が、前記反応性合成樹脂成分(A)として、ラジカル硬化性の反応性合成樹脂を包含し、前記硬化剤成分(B)として、開始剤としての過酸化物を有する硬化剤成分を包含することを特徴とする、請求項11に記載の使用。
- 前記合成樹脂接着剤は、1種以上の硬化性エポキシ系反応性樹脂が、反応性合成樹脂成分(A)中にエポキシドとして、Novolak、ビスフェノールF、若しくはビスフェノールAのポリグリシジルエーテル、又はこれらのエポキシドの混合物を、生物由来でないか、又は完全に若しくは部分的に生物由来の形で包含し、硬化剤成分(B)中に硬化剤として、アミノ、イミノ、及びメルカプトから選択される2種以上の基を有する硬化剤を、相応するアミン若しくはチオール、チオアルコール、アミノアルコール、若しくはアミノチオールの形で、又は完全に若しくは部分的に生物系のマンニッヒ塩基調製物、又はこれらの化合物の混合物を包含することを特徴とする、請求項1から11までのいずれか1項に記載の使用。
- 前記合成樹脂接着剤は、アミン系促進剤、ラジカル反応性樹脂の場合には防止剤、反応性希釈剤、チキソトロープ剤、及び充填材から選択される1種以上のさらなる含有物質を包含し、可塑剤、非反応性の希釈溶剤、可撓化剤、安定剤、レオロジー助剤、湿潤分散剤、及び着色助剤から選択される、さらなる別の含有物質を含んでいるか、又は含んでいないことを特徴とする、請求項1から14までのいずれか1項に記載の使用。
- 前記合成樹脂接着剤は、スタチックミキサを有する、又は有していない2チャンバカートリッジ式の二成分系であることを特徴とする、請求項1から15までのいずれか1項に記載の使用。
- 前記合成樹脂接着剤が、二成分若しくは多成分の合成樹脂接着剤として構成されており、以下のa)〜d):
a)硬化性反応性樹脂、つまりラジカル硬化性の反応性樹脂、又はエポキシ系の反応性樹脂、それぞれ前記請求項に記載の範囲内で、
b)Brookfield粘度測定器によりスピンドル3を用いて23℃、20回転/分で測定可能な粘度が、800mPa*s未満である硬化性反応性希釈剤、
c)任意で、非硬化性の希釈剤、及び
d)a)及びb)を硬化させる硬化剤、若しくはa)及びb)の硬化を開始させる硬化剤、
を包含する、請求項1から16までのいずれか1項に記載の使用において、生物由来の炭素含分が、50%超であることを特徴とする、前記使用。
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Families Citing this family (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3313896B1 (de) | 2015-06-26 | 2019-07-31 | fischerwerke GmbH & Co. KG | Aldimine und ketimine als initiatoren in härtersystemen und entsprechende harzzusammensetzungen unter anderem für die befestigungstechnik |
DE102015118134A1 (de) | 2015-10-23 | 2017-04-27 | Fischerwerke Gmbh & Co. Kg | Aldimine und Ketimine als Initiatoren in Härtersystemen und entsprechende Harzzusammensetzungen unter anderem für die Befestigungstechnik |
DE102016117749A1 (de) | 2015-10-22 | 2017-04-27 | Fischerwerke Gmbh & Co. Kg | Vinylesterurethane wie Urethan(meth)acrylate auf Basis nachwachsender Rohstoffe beinhaltende Kunstharz- Befestigungssysteme |
DE102015118136A1 (de) | 2015-10-23 | 2017-04-27 | Fischerwerke Gmbh & Co. Kg | Aldehyde und Ketone als Initiatoren in Härtersystemen und entsprechende Harzzusammensetzungen unter anderem für die Befestigungstechnik |
CN105944621B (zh) * | 2016-05-12 | 2018-06-19 | 广西融水闽兴树脂有限公司 | 松香乳液专用乳化剂的制备方法 |
EP3272777A1 (de) | 2016-07-18 | 2018-01-24 | HILTI Aktiengesellschaft | Reaktionsharz-zusammensetzung auf basis von zuckermethacrylat und deren verwendung |
DE102016124075A1 (de) | 2016-12-12 | 2018-06-14 | Fischerwerke Gmbh & Co. Kg | Hybridbindemittel sowie dessen Verwendung |
CN107446557A (zh) * | 2017-08-08 | 2017-12-08 | 焦作市新科资源综合利用研发有限公司 | 一种利用煤制醇副产物制备极性稀释剂的方法 |
EP3489205A1 (de) | 2017-11-28 | 2019-05-29 | HILTI Aktiengesellschaft | Isosorbidderivate als reaktive zusätze in reaktivharzen und chemischen dübeln |
EP3489267A1 (de) | 2017-11-28 | 2019-05-29 | HILTI Aktiengesellschaft | Biogene oligomere als reaktive zusatzstoffe für die härtung von reaktivharzen |
DE102019108150A1 (de) | 2018-04-11 | 2019-10-17 | Fischerwerke Gmbh & Co. Kg | Bestimmte Verbindungen als Beschleuniger für Imin/Metallsalz-initiierte radikalische Polymerisation ungesättigter Verbindungen und ihre Verwendung als Beschleuniger |
EP3858880A4 (en) * | 2018-09-27 | 2022-06-22 | Showa Denko K.K. | RADICALLY POLYMERIZABLE RESIN COMPOSITION AND STRUCTURAL REPAIR MATERIAL |
DE102019125777A1 (de) * | 2019-09-25 | 2021-03-25 | Schock Gmbh | Wärmeaushärtbare biobasierte Gießmasse, hieraus hergestellter Formkörper sowie Verfahren zur Herstellung eines solchen Formkörpers |
EP3835378A1 (en) * | 2019-12-13 | 2021-06-16 | Henkel AG & Co. KGaA | Two component (2k) curable adhesive composition |
DE102020107313A1 (de) | 2020-03-17 | 2021-09-23 | Fischerwerke Gmbh & Co. Kg | Kunstharz-Befestigungssysteme mit einem monofunktionellen Reaktivverdünner, deren Herstellung und Verwendungen |
DE102021114890A1 (de) | 2020-07-02 | 2022-01-05 | Fischerwerke Gmbh & Co. Kg | Spezielle Imine und ihre Edukte, sowie Verwendung bei der Härtung von Reaktivharzen durch Polyaddition oder radikalische Polymerisation |
EP3960718A1 (en) | 2020-08-24 | 2022-03-02 | Hilti Aktiengesellschaft | Mortar system |
DE102021129647A1 (de) | 2021-02-24 | 2022-08-25 | Fischerwerke Gmbh & Co. Kg | Identitätsgesicherte Kunstharzmischungen für die Befestigungstechnik, ihre Herstellung und Verwendung |
EP4049990B1 (de) | 2021-02-24 | 2023-11-15 | fischerwerke GmbH & Co. KG | Identitätsgesicherte kunstharzmischungen für die befestigungstechnik, ihre herstellung und verwendung |
DE102021208803A1 (de) * | 2021-08-11 | 2023-02-16 | Blanco Gmbh + Co Kg | Aushärtbare Gießmasse zur Herstellung von Kunststoffformteilen |
EP4177235A1 (de) | 2021-11-09 | 2023-05-10 | HILTI Aktiengesellschaft | Pulverisierte recyclingmaterialien als füllstoffe für mehrkomponenten-systeme zur chemischen befestigung |
EP4257570A1 (de) * | 2022-04-06 | 2023-10-11 | Hilti Aktiengesellschaft | Verbindungen auf basis recyclierter verbindungen für mehrkomponenten-reaktivharzsysteme zur chemischen befestigung |
WO2023233686A1 (ja) * | 2022-06-02 | 2023-12-07 | 三菱電機株式会社 | バイオマスエポキシ樹脂組成物 |
WO2024027960A1 (de) | 2022-08-03 | 2024-02-08 | Sika Technology Ag | Epoxidharz-zusammensetzung mit biobasiertem granulat |
EP4357390A1 (de) | 2022-10-18 | 2024-04-24 | Hilti Aktiengesellschaft | Biogene methacrylate auf basis von polycarbonatdiolen als reaktive harze für die härtung von reaktivharzen |
EP4357313A1 (de) | 2022-10-18 | 2024-04-24 | Hilti Aktiengesellschaft | Methacrylate aus zuckerderivaten als reaktive bestandteile in reaktivharzen für die chemische befestigung |
WO2024099783A1 (de) | 2022-11-10 | 2024-05-16 | Fischerwerke Gmbh & Co. Kg | Hochleistungsmörtel mit tbx und analogen |
DE102023118527A1 (de) | 2022-11-10 | 2024-05-16 | Fischerwerke Gmbh & Co. Kg | Hochleistungsmörtel mit TBX und Analogen |
Family Cites Families (35)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4910528B1 (ja) * | 1969-02-07 | 1974-03-11 | ||
JPH01190779A (ja) * | 1988-01-26 | 1989-07-31 | Cemedine Co Ltd | アクリル系接着剤組成物 |
JPH06336457A (ja) * | 1993-03-30 | 1994-12-06 | Fuji Oil Co Ltd | (メタ)アクリル酸エステル及び(メタ)アクリル酸エステルの製造法 |
JP4475687B2 (ja) * | 1997-06-30 | 2010-06-09 | 東レ株式会社 | コンクリート構造体用二液型エポキシ樹脂接着剤、およびそれを用いたコンクリート構造体の補修・補強方法 |
JP2001011411A (ja) * | 1999-07-02 | 2001-01-16 | Toray Ind Inc | 接着剤用組成物 |
DE19956509A1 (de) | 1999-11-24 | 2001-01-18 | Basf Ag | Inhibitorkomposition zur Stabilisierung von ethylenisch ungesättigten Verbindungen gegen vorzeitige radikalische Polymerisation |
DE10002605C2 (de) * | 2000-01-21 | 2002-06-20 | Hilti Ag | Härtbare Zwei-Komponenten-Mörtelmasse und deren Verwendung |
WO2003044114A2 (en) | 2001-11-19 | 2003-05-30 | Henkel Corporation | Anaerobic adhesive compositions curable on inactive surfaces |
CN1875056B (zh) * | 2003-11-04 | 2013-10-16 | 亨斯迈先进材料(瑞士)有限公司 | 双组分可固化组合物 |
WO2005056659A1 (en) * | 2003-11-12 | 2005-06-23 | Cph Innovations Corp. | Liquid adhesion promoter for cord-reinforced rubber and metal or polymer substrate/rubber composites |
CN1982269B (zh) * | 2003-11-20 | 2011-03-16 | 索尔维公司 | 用于生产有机化合物的方法 |
JP5006507B2 (ja) | 2004-01-30 | 2012-08-22 | 株式会社日本触媒 | アクリル酸の製造方法 |
DE102004008464A1 (de) | 2004-02-19 | 2005-09-15 | Fischerwerke Artur Fischer Gmbh & Co. Kg | Mehrkomponentenkit für Befestigungszwecke und dessen Verwendung |
JP2005281413A (ja) * | 2004-03-29 | 2005-10-13 | Aoi Techno Service Kk | 二成分反応型施工材及びその使用方法 |
US9623631B2 (en) * | 2005-06-22 | 2017-04-18 | Henkel IP & Holding GmbH | Radiation-curable laminating adhesives |
US20070222106A1 (en) | 2006-03-24 | 2007-09-27 | Century-Board Usa, Llc | Extrusion of polyurethane composite materials |
US7981988B2 (en) * | 2006-05-25 | 2011-07-19 | 3M Innovative Properties Company | Ultraviolet radiation-polymerizable compositions |
DE102006030044A1 (de) * | 2006-06-29 | 2008-01-03 | Fischerwerke Artur Fischer Gmbh & Co. Kg | Schnellhärtendes chemisches Befestigungssystem und dessen Verwendung |
CA2659711A1 (en) | 2006-07-31 | 2008-02-07 | Loc Composites Pty Ltd. | Phenolic resin product and method of manufacturing a phenolic resin product |
EP2069866A2 (en) * | 2006-10-03 | 2009-06-17 | Ciba Holding Inc. | Photocurable compositions |
DE102006054471B4 (de) * | 2006-11-18 | 2018-10-31 | Fischerwerke Gmbh & Co. Kg | Verwendung eines feinverteilte Gase beinhaltenden Mehrkomponenten-Kunstsharzsystems zur Befestigung von Befestigungselementen |
KR100822290B1 (ko) * | 2007-02-08 | 2008-04-16 | 한국화학연구원 | 식물유 유래 지방산 에스테르 용매를 사용하여 제조되는 에폭시 에멀젼 접착제 조성물 |
US8193402B2 (en) * | 2007-12-03 | 2012-06-05 | Gevo, Inc. | Renewable compositions |
GB0800193D0 (en) | 2008-01-05 | 2008-02-13 | Univ York | Biorefinery products in structural materials |
JP2009292884A (ja) * | 2008-06-03 | 2009-12-17 | Hitachi Ltd | リグノフェノール系エポキシ樹脂組成物 |
JP2010037233A (ja) * | 2008-08-01 | 2010-02-18 | Nippon Shokubai Co Ltd | ジクロロプロパノールおよびエピクロロヒドリンの製造方法 |
DE102008038273A1 (de) | 2008-08-18 | 2010-03-04 | Evonik Stockhausen Gmbh | Ein Verfahren zur Herstellung von Acrylsäure und daraus herstellbaren Verbindungen basierend auf Glycerin mit Wechselkatalysator |
KR101067494B1 (ko) * | 2008-12-31 | 2011-09-27 | 삼성정밀화학 주식회사 | 디클로로프로판올의 선택도가 향상된, 글리세롤을 사용하는디클로로프로판올의 제조방법 |
FR2945541B1 (fr) | 2009-05-14 | 2011-06-17 | Arkema France | Composition acrylique durcissable bioressourcee et son utilisation pour la fabrication de materiaux derives du bois. |
US8846776B2 (en) | 2009-08-14 | 2014-09-30 | Boral Ip Holdings Llc | Filled polyurethane composites and methods of making same |
US20110086933A1 (en) | 2009-08-14 | 2011-04-14 | Boral Material Technologies Inc. | Filled polyurethane composites and methods of making same |
US20110086932A1 (en) | 2009-08-14 | 2011-04-14 | Boral Material Technologies Inc. | Polyurethanes derived from lesquerella oil |
DE102009059210A1 (de) * | 2009-12-18 | 2011-06-22 | fischerwerke GmbH & Co. KG, 72178 | Radikalisch polymerisierbarer Befestigungsmörtel mit Silanzusätzen |
EP2638092B1 (en) * | 2010-11-12 | 2014-08-27 | 3M Innovative Properties Company | Curable and cured compositions |
CN103013411B (zh) * | 2012-12-26 | 2013-11-13 | 赛伦(厦门)新材料科技有限公司 | 一种绝缘导热薄膜粘结剂及其制备方法 |
-
2014
- 2014-03-21 JP JP2016505729A patent/JP6552481B2/ja not_active Expired - Fee Related
- 2014-03-21 CN CN201480019312.5A patent/CN105102562B/zh not_active Expired - Fee Related
- 2014-03-21 US US14/779,855 patent/US20160060493A1/en not_active Abandoned
- 2014-03-21 DE DE102014103923.8A patent/DE102014103923A1/de not_active Ceased
- 2014-03-21 WO PCT/EP2014/000774 patent/WO2015018466A1/de active Application Filing
- 2014-03-21 EP EP14719609.1A patent/EP2981584B1/de active Active
Also Published As
Publication number | Publication date |
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DE102014103923A1 (de) | 2014-10-09 |
JP2016520677A (ja) | 2016-07-14 |
CN105102562B (zh) | 2019-01-29 |
CN105102562A (zh) | 2015-11-25 |
EP2981584B1 (de) | 2021-04-14 |
US20160060493A1 (en) | 2016-03-03 |
WO2015018466A1 (de) | 2015-02-12 |
EP2981584A1 (de) | 2016-02-10 |
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