JP2009525363A5 - - Google Patents
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- JP2009525363A5 JP2009525363A5 JP2008552712A JP2008552712A JP2009525363A5 JP 2009525363 A5 JP2009525363 A5 JP 2009525363A5 JP 2008552712 A JP2008552712 A JP 2008552712A JP 2008552712 A JP2008552712 A JP 2008552712A JP 2009525363 A5 JP2009525363 A5 JP 2009525363A5
- Authority
- JP
- Japan
- Prior art keywords
- weight
- polyurethane elastomer
- elastomer according
- prepolymer
- nco prepolymer
- 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.)
- Withdrawn
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- 229920003225 polyurethane elastomer Polymers 0.000 claims description 9
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 4
- 239000004970 Chain extender Substances 0.000 claims description 4
- 239000004971 Cross linker Substances 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- 150000001412 amines Chemical group 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 229920005862 polyol Polymers 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 2
- 230000001070 adhesive effect Effects 0.000 claims description 2
- 229920001971 elastomer Polymers 0.000 claims description 2
- 239000000806 elastomer Substances 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 239000000565 sealant Substances 0.000 claims description 2
- PISLZQACAJMAIO-UHFFFAOYSA-N 2,4-diethyl-6-methylbenzene-1,3-diamine Chemical compound CCC1=CC(C)=C(N)C(CC)=C1N PISLZQACAJMAIO-UHFFFAOYSA-N 0.000 description 2
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- KHUIRIRTZCOEMK-UHFFFAOYSA-N 2-methylpropyl 3,5-diamino-4-chlorobenzoate Chemical compound CC(C)COC(=O)C1=CC(N)=C(Cl)C(N)=C1 KHUIRIRTZCOEMK-UHFFFAOYSA-N 0.000 description 1
- YPACMOORZSDQDQ-UHFFFAOYSA-N 3-(4-aminobenzoyl)oxypropyl 4-aminobenzoate Chemical compound C1=CC(N)=CC=C1C(=O)OCCCOC(=O)C1=CC=C(N)C=C1 YPACMOORZSDQDQ-UHFFFAOYSA-N 0.000 description 1
- AOFIWCXMXPVSAZ-UHFFFAOYSA-N 4-methyl-2,6-bis(methylsulfanyl)benzene-1,3-diamine Chemical compound CSC1=CC(C)=C(N)C(SC)=C1N AOFIWCXMXPVSAZ-UHFFFAOYSA-N 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
Description
本発明に従った系は、プレポリマーの粘度、注型時間、機械的特性および機械的動的特性に関して、有利な特性の独自の組み合わせを示す。
本発明の好ましい態様は、以下を包含する。
［１］ａ）少なくとも８５重量％の２，４’異性体含有量を有するジフェニルメタンジイソシアネート、並びに２０〜２００ｍｇＫＯＨ／ｇのＯＨ価および１．９５〜２．４０の官能価を有するポリオールに基づくＮＣＯプレポリマー（遊離モノマー２，４’−ＭＤＩの割合は、ＮＣＯプレポリマーに基づいて少なくとも１〜２０重量％である）、
ｂ）アミン系連鎖延長剤および／または架橋剤、並びに
ｃ）任意に助剤および添加剤
から得ることができるポリウレタンエラストマー。
［２］成分ｂ）が、ジエチルトルエンジアミン（ＤＥＴＤＡ）、３，３’−ジクロロ−４，４’−ジアミノジフェニルメタン（ＭＢＯＣＡ）、イソブチル３，５−ジアミノ−４−クロロベンゾエート、４−メチル−２，６−ビス（メチルチオ）−１，３−ジアミノベンゼン（Ｅｔｈａｃｕｒｅ ３００）、トリメチレングリコールジ−ｐ−アミノベンゾエート（Ｐｏｌａｃｕｒｅ ７４０Ｍ）および４，４’−ジアミノ−２，２’−ジクロロ−５，５’−ジエチルジフェニルメタン（ＭＣＤＥＡ）またはそれらの混合物であることを特徴とする、［１］に記載のポリウレタンエラストマー。
［３］Ａ）少なくとも８５重量％の２，４’異性体含有量を有するジフェニルメタンジイソシアネートを、２０〜２００ｍｇＫＯＨ／ｇのＯＨ価および１．９５〜２．４０の官能価を有するポリオールと反応させて、ＮＣＯプレポリマーに基づいて１重量％〜２０重量％の遊離モノマー２，４’−ＭＤＩの割合を有するＮＣＯプレポリマーを得、そして
Ｂ）エラストマーを製造するために、アミン系連鎖延長剤および／または架橋剤並びに任意に助剤および添加剤を、Ａ）からのプレポリマーに添加する
ことを特徴とする、［１］または［２］に記載のポリウレタンエラストマーの製造方法。
［４］成形品の製造のため、接着剤として、およびシーラントとしての［１］または［２］に記載のポリウレタンエラストマーの使用。
［５］［１］または［２］に記載のポリウレタンエラストマーから得ることができる成形品。
The system according to the invention exhibits a unique combination of advantageous properties with regard to the prepolymer viscosity, casting time, mechanical properties and mechanical dynamic properties.
Preferred embodiments of the present invention include the following.
[1] a) NCO pres based on diphenylmethane diisocyanate having a 2,4 ′ isomer content of at least 85% by weight and a polyol having an OH number of 20 to 200 mg KOH / g and a functionality of 1.95 to 2.40. Polymer (the proportion of free monomer 2,4′-MDI is at least 1 to 20% by weight, based on the NCO prepolymer),
b) amine chain extenders and / or crosslinkers, and
c) optionally auxiliaries and additives
Polyurethane elastomer that can be obtained from.
[2] Component b) is diethyltoluenediamine (DETDA), 3,3′-dichloro-4,4′-diaminodiphenylmethane (MBOCA), isobutyl 3,5-diamino-4-chlorobenzoate, 4-methyl-2 , 6-Bis (methylthio) -1,3-diaminobenzene (Ethacure 300), trimethylene glycol di-p-aminobenzoate (Polacure 740M) and 4,4'-diamino-2,2'-dichloro-5,5 The polyurethane elastomer according to [1], which is' -diethyldiphenylmethane (MCDEA) or a mixture thereof.
[3] A) reacting a diphenylmethane diisocyanate having a 2,4 ′ isomer content of at least 85% by weight with a polyol having an OH number of 20 to 200 mg KOH / g and a functionality of 1.95 to 2.40. Obtaining an NCO prepolymer having a proportion of 1% to 20% by weight of free monomer 2,4′-MDI, based on the NCO prepolymer, and
B) Amine chain extenders and / or crosslinkers and optionally auxiliaries and additives are added to the prepolymer from A) to produce elastomers.
The method for producing a polyurethane elastomer according to [1] or [2], wherein
[4] Use of the polyurethane elastomer according to [1] or [2] as an adhesive and as a sealant for the production of a molded article.
[5] A molded product obtainable from the polyurethane elastomer according to [1] or [2].
Claims (4)
ｂ）アミン系連鎖延長剤および／または架橋剤、並びに
ｃ）任意に助剤および添加剤
から得ることができるポリウレタンエラストマー。 a) NCO prepolymer based on diphenylmethane diisocyanate having a 2,4 ′ isomer content of at least 85% by weight and a polyol having an OH number of 20 to 200 mg KOH / g and a functionality of 1.95 to 2.40 The proportion of monomer 2,4′-MDI is at least 1 to 20% by weight, based on the NCO prepolymer),
b) polyurethane elastomers obtainable from amine chain extenders and / or crosslinkers, and c) optionally from auxiliaries and additives.
Ｂ）エラストマーを製造するために、アミン系連鎖延長剤および／または架橋剤並びに任意に助剤および添加剤を、Ａ）からのプレポリマーに添加する
ことを特徴とする、請求項１に記載のポリウレタンエラストマーの製造方法。 A) Diphenylmethane diisocyanate having a 2,4 ′ isomer content of at least 85% by weight is reacted with a polyol having an OH number of 20-200 mg KOH / g and a functionality of 1.95-2.40 Obtaining an NCO prepolymer having a proportion of 1% to 20% by weight of free monomer 2,4′-MDI based on the polymer, and B) amine-based chain extenders and / or crosslinkers to produce elastomers and optionally auxiliaries and additives, characterized in that added to the prepolymer from a), producing a polyurethane elastomer according to claim 1.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102006004527A DE102006004527A1 (en) | 2006-02-01 | 2006-02-01 | Polyurethane cast elastomers from NCO prepolymers based on 2,4-MDI, a process for their preparation and their use |
| PCT/EP2007/000446 WO2007087987A1 (en) | 2006-02-01 | 2007-01-19 | Polyurethane cast elastomers formed from nco prepolymers based on 2,4'-mdi, a process for their preparation and their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009525363A JP2009525363A (en) | 2009-07-09 |
| JP2009525363A5 true JP2009525363A5 (en) | 2010-03-11 |
Family
ID=37808065
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008552712A Withdrawn JP2009525363A (en) | 2006-02-01 | 2007-01-19 | Polyurethane cast elastomer formed from NCO prepolymer based on 2,4'-MDI, process for its production and use thereof |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP1981923A1 (en) |
| JP (1) | JP2009525363A (en) |
| KR (1) | KR20080097416A (en) |
| CN (1) | CN101379105A (en) |
| BR (1) | BRPI0707383A2 (en) |
| CA (1) | CA2640685A1 (en) |
| DE (1) | DE102006004527A1 (en) |
| RU (1) | RU2008135000A (en) |
| TW (1) | TW200740868A (en) |
| WO (1) | WO2007087987A1 (en) |
| ZA (1) | ZA200806596B (en) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008133343A (en) * | 2006-11-28 | 2008-06-12 | Nippon Polyurethane Ind Co Ltd | Urethane elastomer-forming composition composed of urethane prepolymer obtained by using 2,4'-mdi as principal component |
| KR100942359B1 (en) * | 2007-11-06 | 2010-02-12 | 주식회사 효성 | Method for preparing polyurethaneurea elastic fiber with improved heat settability |
| DE102008045223A1 (en) * | 2007-11-20 | 2009-05-28 | Bayer Materialscience Ag | Polyurethane / polyurea elastomers based on 2,4'-diphenylmethane diisocyanate prepolymers and their preparation |
| DE102008012971A1 (en) | 2008-03-06 | 2009-05-28 | Bayer Materialscience Ag | Preparing polyurethane prepolymer, useful to prepare polyurethane/polyurea elastomer, comprises contacting diphenylmethane diisocyanate with polyol and removing non-reacted diphenylmethane diisocyanate by distillation |
| DK2262842T3 (en) * | 2008-03-28 | 2018-03-05 | Polytex Sportbelaege Produktions Gmbh | 2,2'-MDI-BASED ISOCYANATE MIXTURES AND THE PREPARATION AND APPLICATION OF THEREOF |
| MX2012012904A (en) * | 2010-05-07 | 2012-12-17 | Bayer Ip Gmbh | Polyurethane elastomers, a method for producing same, and use thereof. |
| EP2455410A1 (en) * | 2010-11-23 | 2012-05-23 | Bayer MaterialScience AG | Polyurethane elastomer moulded parts composed of diphenylmethane diisocyanate based NCO prepolymers and metal salt complexes and method for producing same |
| CN102181033A (en) * | 2011-03-28 | 2011-09-14 | 来安县安泰聚氨酯制品有限公司 | Technology formula of polyurethane stripping wheel |
| EP2559716A1 (en) | 2011-08-15 | 2013-02-20 | Basf Se | Polyurethane cast resin |
| MX341391B (en) | 2012-02-13 | 2016-08-18 | Dow Global Technologies Llc | Elastomers for paper mill equipment. |
| CN103923457B (en) * | 2014-03-27 | 2016-08-17 | 黎明化工研究设计院有限责任公司 | A kind of High-abrasion-resistpolyurethane polyurethane elastomer and preparation method thereof |
| CN106164709B (en) * | 2014-03-28 | 2019-12-20 | 豪雅镜片泰国有限公司 | Polyisocyanate monomer composition for optical member, and method for producing same |
| JP6110827B2 (en) * | 2014-09-29 | 2017-04-05 | 富士フイルム株式会社 | Endoscope flexible tube, endoscope adhesive, endoscope medical device, and endoscope flexible tube and endoscope medical device manufacturing method |
| CN109503804A (en) * | 2018-12-10 | 2019-03-22 | 山西省化工研究所（有限公司） | A kind of room temperature curing high-performance polyurethane elastomer composition |
| KR20220080138A (en) * | 2019-10-09 | 2022-06-14 | 듀폰 폴리머스, 인크. | improved polyester |
| TWI827890B (en) * | 2019-10-23 | 2024-01-01 | 南韓商Ｓｋ恩普士股份有限公司 | Composition for polishing pad and polishing pad |
| EP3835335A1 (en) | 2019-12-12 | 2021-06-16 | Covestro Deutschland AG | Method for producing wood-based panels |
| CN115122453A (en) | 2021-03-24 | 2022-09-30 | 科思创德国股份有限公司 | Method for preparing artificial board |
| EP4223826A1 (en) | 2022-02-08 | 2023-08-09 | Covestro Deutschland AG | Isocyanate composition and use thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2928182A1 (en) * | 1979-07-12 | 1981-01-29 | Bayer Ag | METHOD FOR PRODUCING ELASTIC, CELL-SHAPED, POLYURETHANE UREAS, IF ANY |
| DE3716479A1 (en) * | 1987-05-16 | 1988-11-24 | Elastogran Gmbh | METHOD FOR PRODUCING COATINGS FROM POLYURETHANE SINGLE-COMPONENT SYSTEMS AND WATER VAPOR |
| EP1237967B1 (en) * | 1999-11-30 | 2007-01-10 | Chemtura Corporation | Process for preparing mdi prepolymers with reduced content of free mdi monomer |
| TW589421B (en) * | 2000-04-26 | 2004-06-01 | Du Pont | Spandex with high heat-set efficiency |
| DE10216659A1 (en) * | 2002-04-15 | 2003-10-23 | Basf Ag | A process for preparation of isocyanate compositions with blocked isocyanate groups useful in the preparation of paints, coatings, adhesives, and for elastification of epoxide and phenol resins |
| DE102004022683A1 (en) * | 2004-05-05 | 2005-11-24 | Basf Ag | Production of polyurea spray elastomer for use in concrete repair and waterproofing, involves reacting a prepolymer derived largely from 2,4-diphenyl-methanedi-isocyanate with an amine component |
-
2006
- 2006-02-01 DE DE102006004527A patent/DE102006004527A1/en not_active Withdrawn
-
2007
- 2007-01-19 CA CA002640685A patent/CA2640685A1/en not_active Abandoned
- 2007-01-19 EP EP07702879A patent/EP1981923A1/en not_active Withdrawn
- 2007-01-19 WO PCT/EP2007/000446 patent/WO2007087987A1/en active Application Filing
- 2007-01-19 JP JP2008552712A patent/JP2009525363A/en not_active Withdrawn
- 2007-01-19 RU RU2008135000/04A patent/RU2008135000A/en not_active Application Discontinuation
- 2007-01-19 KR KR1020087018910A patent/KR20080097416A/en not_active Application Discontinuation
- 2007-01-19 CN CNA200780004051XA patent/CN101379105A/en active Pending
- 2007-01-19 BR BRPI0707383-6A patent/BRPI0707383A2/en not_active IP Right Cessation
- 2007-01-31 TW TW096103448A patent/TW200740868A/en unknown
-
2008
- 2008-07-29 ZA ZA200806596A patent/ZA200806596B/en unknown
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