DE69613459T2 - Durch reaktion härtbare zusammensetzung und festes oberflächenmaterial - Google Patents
Durch reaktion härtbare zusammensetzung und festes oberflächenmaterialInfo
- Publication number
- DE69613459T2 DE69613459T2 DE69613459T DE69613459T DE69613459T2 DE 69613459 T2 DE69613459 T2 DE 69613459T2 DE 69613459 T DE69613459 T DE 69613459T DE 69613459 T DE69613459 T DE 69613459T DE 69613459 T2 DE69613459 T2 DE 69613459T2
- Authority
- DE
- Germany
- Prior art keywords
- composition
- inorganic filler
- phosphate
- acid ester
- esters
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 27
- 239000000463 material Substances 0.000 title description 7
- 238000006243 chemical reaction Methods 0.000 title description 4
- 239000007787 solid Substances 0.000 title description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 8
- 239000011256 inorganic filler Substances 0.000 claims description 7
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 7
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 6
- 150000004684 trihydrates Chemical class 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- 239000004615 ingredient Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 239000003505 polymerization initiator Substances 0.000 claims description 3
- 239000011342 resin composition Substances 0.000 claims description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 239000002928 artificial marble Substances 0.000 claims description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 2
- 239000000347 magnesium hydroxide Substances 0.000 claims description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000000465 moulding Methods 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 description 21
- 229910019142 PO4 Inorganic materials 0.000 description 17
- 239000010452 phosphate Substances 0.000 description 17
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 16
- 239000002253 acid Substances 0.000 description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 12
- 239000000945 filler Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 238000005266 casting Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000006188 syrup Substances 0.000 description 7
- 235000020357 syrup Nutrition 0.000 description 7
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- -1 phosphate ester Chemical class 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 4
- 239000004926 polymethyl methacrylate Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- 230000001808 coupling effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 239000006087 Silane Coupling Agent Substances 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000001878 scanning electron micrograph Methods 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 239000004830 Super Glue Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical class [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- UJKWLAZYSLJTKA-UHFFFAOYSA-N edma Chemical compound O1CCOC2=CC(CC(C)NC)=CC=C21 UJKWLAZYSLJTKA-UHFFFAOYSA-N 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- 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
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/02—Organic and inorganic ingredients
-
- 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
- C04B26/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C04B26/06—Acrylates
-
- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Claims (8)
1. Eine durch Reaktion härtbare Harzzusammensetzung, umfassend eine härtbare Komponente, einen
Polymerisationsinitiator zum Härten der härtbaren Komponente, einen anorganischen Füllstoff,
einschließend Aluminiumoxidtrihydrat, und einen Phosphorsäureester von Methacryl- oder Acrylsäure mit
der Formel:
[CH&sub2;=C(R&sub1;)-COO(CH(R&sub2;)CH(R&sub3;)O)n]y-PO(OH)x
wobei R&sub1; = H oder CH&sub3;; R&sub2; = H oder CH&sub3;; R&sub3; = CH&sub3; oder H; R&sub2; ist nicht das Gleiche wie R&sub3;; n ist 2 bis 8; x
ist 1 oder 2, und x + y = 3.
2. Zusammensetzung nach Anspruch 1, wobei R&sub1; und R&sub2; jeweils CH&sub3; sind.
3. Zusammensetzung nach Anspruch 2, wobei n im Durchschnitt 5 ist.
4. Zusammensetzung nach Anspruch 1, wobei der Phosphorsäureester in einer Menge von 0,1 bis
0,48 Gew.-% relativ zu dem anorganischen Füllstoff ist.
5. Zusammensetzung nach Anspruch 1, wobei der anorganische Füllstoff mindestens ein Glied,
ausgewählt aus der Gruppe, bestehend aus Aluminiumoxidtrihydrat, Magnesiumhydroxid, Calciumcarbonat
und Silika ist.
6. Zusammensetzungen nach Anspruch 1, wobei n im Durchschnitt 5 ist, R&sub1; und 4 sind jeweils CH&sub3;,
der anorganische Füllstoff ist Aluminiumoxidtrihydrat, und der Phosphorsäureester ist in einer Menge von
0,1 bis 0,48 Gew.-% relativ zu dem anorganischen Füllstof.
7. Künstlicher Marmor, erhalten durch Formen und Härten der Zusammensetzung nach Anspruch 1.
8. Verfahren zum Härten einer Harzzusammensetzung durch Mischen der Bestandteile nach
Anspruch 1 und ihr Erlauben, zu reagieren.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/396,998 US5708066A (en) | 1995-03-01 | 1995-03-01 | Reaction curable composition and solid surface material |
| PCT/US1996/002813 WO1996026977A1 (en) | 1995-03-01 | 1996-03-01 | Reaction curable composition and solid surface material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69613459D1 DE69613459D1 (de) | 2001-07-26 |
| DE69613459T2 true DE69613459T2 (de) | 2002-04-11 |
Family
ID=23569476
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69613459T Expired - Lifetime DE69613459T2 (de) | 1995-03-01 | 1996-03-01 | Durch reaktion härtbare zusammensetzung und festes oberflächenmaterial |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5708066A (de) |
| EP (1) | EP0812341B1 (de) |
| JP (1) | JP3067210B2 (de) |
| KR (1) | KR100384436B1 (de) |
| CN (1) | CN1318491C (de) |
| AU (1) | AU709038B2 (de) |
| DE (1) | DE69613459T2 (de) |
| TR (1) | TR199600167A2 (de) |
| WO (1) | WO1996026977A1 (de) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4594342A (en) * | 1984-04-10 | 1986-06-10 | Tanabe Seiyaku Co., Ltd. | 1,5-benzothiazepine derivative |
| US4585768A (en) * | 1984-04-10 | 1986-04-29 | Tanabe Seiyaku Co., Ltd. | 1,5-benzothiazepine derivatives and processes for preparing the same |
| US6433117B1 (en) | 1999-08-04 | 2002-08-13 | E. I. Du Pont De Nemours & Company | Phosphorylated polymer dispersants for inks |
| US6790393B1 (en) | 2000-03-23 | 2004-09-14 | Patrick O. Kraker | Solid surface material with a simulated burled wood effect and method |
| US8128999B2 (en) * | 2005-12-06 | 2012-03-06 | Safas Corporation | Fire resistant sprayable coating composition |
| CN101173144B (zh) * | 2006-10-31 | 2011-12-28 | 佛山市顺德区汉达精密电子科技有限公司 | 一种uv涂料 |
| KR101316164B1 (ko) | 2008-10-08 | 2013-10-08 | (주)엘지하우시스 | 수지 시럽, 상기를 포함하는 인조대리석 및 그 제조 방법 |
| ITBO20110179A1 (it) | 2011-04-06 | 2012-10-07 | Teuco Guzzini Spa | Procedimento per la realizzazione di un materiale composito |
| IN2014DN03345A (de) | 2012-10-25 | 2015-06-05 | Kohler Co | |
| US10927238B2 (en) * | 2016-12-13 | 2021-02-23 | Dupont Safety & Construction, Inc. | Solid polymeric highly durable surfacing |
| CN111072316A (zh) * | 2019-12-30 | 2020-04-28 | 珠海市盛西源机电设备有限公司 | 一种pmma-氢氧化铝-有机磷的亚克力复合基材及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3847865A (en) * | 1972-04-28 | 1974-11-12 | Du Pont | Use of alumina trihydrate in a polymethyl methacrylate article |
| US4221697A (en) * | 1974-05-29 | 1980-09-09 | Imperial Chemical Industries Limited | Composite materials |
| DE3331371A1 (de) * | 1982-10-05 | 1984-04-05 | Dynamit Nobel Ag, 5210 Troisdorf | Giessharze auf basis von acrylsaeureestern |
| US5079279A (en) * | 1987-09-25 | 1992-01-07 | Asahi Glass Company Ltd. | Reaction curable resin composition and artificial marble |
| JP2744023B2 (ja) * | 1987-09-25 | 1998-04-28 | 旭硝子株式会社 | 反応硬化性組成物およびそれを成形硬化してなる人造大理石 |
| EP0449456A1 (de) * | 1990-03-16 | 1991-10-02 | Three Bond Co., Ltd. | Klebstoffzusammensetzung |
-
1995
- 1995-03-01 US US08/396,998 patent/US5708066A/en not_active Expired - Lifetime
-
1996
- 1996-03-01 KR KR1019970706069A patent/KR100384436B1/ko not_active IP Right Cessation
- 1996-03-01 AU AU50908/96A patent/AU709038B2/en not_active Expired
- 1996-03-01 DE DE69613459T patent/DE69613459T2/de not_active Expired - Lifetime
- 1996-03-01 WO PCT/US1996/002813 patent/WO1996026977A1/en active IP Right Grant
- 1996-03-01 JP JP8526422A patent/JP3067210B2/ja not_active Expired - Lifetime
- 1996-03-01 CN CNB961922990A patent/CN1318491C/zh not_active Expired - Lifetime
- 1996-03-01 TR TR96/00167A patent/TR199600167A2/xx unknown
- 1996-03-01 EP EP96907155A patent/EP0812341B1/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP3067210B2 (ja) | 2000-07-17 |
| EP0812341A1 (de) | 1997-12-17 |
| DE69613459D1 (de) | 2001-07-26 |
| AU709038B2 (en) | 1999-08-19 |
| WO1996026977A1 (en) | 1996-09-06 |
| CN1177365A (zh) | 1998-03-25 |
| TR199600167A2 (tr) | 1996-10-21 |
| AU5090896A (en) | 1996-09-18 |
| CN1318491C (zh) | 2007-05-30 |
| KR19980702663A (ko) | 1998-08-05 |
| JPH10504058A (ja) | 1998-04-14 |
| KR100384436B1 (ko) | 2003-08-19 |
| US5708066A (en) | 1998-01-13 |
| EP0812341B1 (de) | 2001-06-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |