CN115260445B - 一种1,5-戊二异氰酸酯固化剂的制备及应用方法 - Google Patents
一种1,5-戊二异氰酸酯固化剂的制备及应用方法 Download PDFInfo
- Publication number
- CN115260445B CN115260445B CN202210940305.5A CN202210940305A CN115260445B CN 115260445 B CN115260445 B CN 115260445B CN 202210940305 A CN202210940305 A CN 202210940305A CN 115260445 B CN115260445 B CN 115260445B
- Authority
- CN
- China
- Prior art keywords
- pentanediisocyanate
- curing agent
- mass
- solvent
- preparing
- 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.)
- Active
Links
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 39
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- 239000003973 paint Substances 0.000 claims abstract description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 12
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical compound OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 claims abstract description 10
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 238000001704 evaporation Methods 0.000 claims abstract description 6
- 239000007788 liquid Substances 0.000 claims abstract description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 6
- 238000004458 analytical method Methods 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 10
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 8
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical group CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 8
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical group ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 6
- 239000012043 crude product Substances 0.000 claims description 5
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical group CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 claims description 5
- 238000004321 preservation Methods 0.000 claims description 3
- 239000002120 nanofilm Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000009776 industrial production Methods 0.000 abstract description 2
- 238000000576 coating method Methods 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 7
- 239000011527 polyurethane coating Substances 0.000 description 5
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- -1 TDI adduct Substances 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- YXRKNIZYMIXSAD-UHFFFAOYSA-N 1,6-diisocyanatohexane Chemical compound O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O YXRKNIZYMIXSAD-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000010170 biological method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006552 photochemical reaction Methods 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Abstract
本发明涉及一种1,5‑戊二异氰酸酯固化剂的制备及应用方法,其特征在于:氮气保护下,加入溶剂、1,5‑戊二异氰酸酯、三羟甲基丙烷和催化剂,在70‑75℃反应,分析反应体系NCO值达到8‑9%时,加入终止剂,蒸除溶剂,得到粘稠液体1,5‑戊二异氰酸酯固化剂。与羟基丙烯酸按照NCO/OH=1:1配漆后使用。固化剂制备方法简单,便于工业化生产,制备的漆膜性能优异,耐候性好,更适宜对漆膜质量要求较高的领域。
Description
技术领域
本发明属于聚氨酯应用领域,具体涉及一种聚氨酯固化剂及其应用方法。
背景技术
聚氨酯涂料是较常见的一类涂料,可以分为双组分聚氨酯涂料和单组分聚氨酯涂料。双组分聚氨酯涂料一般是由异氰酸酯预聚物和含羟基树脂两部分组成,通常称为固化剂组分和主剂组分。具有易干、耐磨、硬度高、丰满性好、柔韧性好、易打磨、与溶剂相容性强、性能稳定等优点,是很有发展前途的一类涂料品种。主要应用方向有木器涂料、汽车修补涂料、防腐涂料、地坪漆、电子涂料、特种涂料、聚氨酯防水涂料等。
聚氨酯涂料的固化剂组分一般有二异氰酸酯缩二脲、三聚体、加成物三种。目前市场应用较广泛的有TDI三聚体、TDI加成物、HDI缩二脲和HDI三聚体几种,TDI为代表的芳香族异氰酸酯制备的固化剂耐候性较差,不适于在对耐候性要求较高的场所应用;HDI为代表的脂肪族异氰酸酯具有较强的耐候性,受到客户的青睐。但HDI因其原料受限,致使固化剂产量较少,不能满足市场大量应用的需求。1,5-戊二异氰酸酯是以生物法制备的1,5-戊二胺为原料光化后制得的,原料来源广泛,与HDI性质相近,可以取代其应用。
发明内容
本发明旨在避免现有技术和应用的不足,提供一种1,5-戊二异氰酸酯固化剂的制备及应用方法。
为实现上述目的,本发明采取的技术方案是:一种1,5-戊二异氰酸酯固化剂的制备方法,其特征在于:具体步骤为:氮气保护下,向反应釜中加入溶剂、1,5-戊二异氰酸酯、三羟甲基丙烷和催化剂,搅拌均匀,搅拌转速280-300转/分钟,控制反应温度70-75℃,分析反应体系NCO值达到8-9%时,降温至60℃加入终止剂,保温反应0.5h后降至室温得到1,5-戊二异氰酸酯固化剂粗品,蒸除溶剂,得到粘稠液体1,5-戊二异氰酸酯固化剂。
所述溶剂为乙酸丁酯,加入量为1,5-戊二异氰酸酯与三羟甲基丙烷质量之和。
所述催化剂为三正丁基磷,加入量为1,5-戊二异氰酸酯质量的0.3-0.5%。
所述终止剂为苯甲酰氯,加入量为催化剂质量的60%。
所述三羟甲基丙烷水分含量小于0.02%(质量分数),加入量为1,5-戊二异氰酸酯质量的8-10%。
所述蒸除溶剂的方法为分子薄膜蒸发器处理。
1,5-戊二异氰酸酯固化剂的应用方法:1,5-戊二异氰酸酯固化剂与羟基丙烯酸按照摩尔比NCO/OH 1:1配漆。
本发明的有益效果是:采用1,5-为-戊二异氰酸酯异氰酸酯组分,一步法直接合成聚氨酯固化剂,生产成本低,便于工业化生产,制备的漆膜性能优异,可取代HDI类固化剂,耐候性好,更适宜对漆膜质量要求较高的领域。
具体实施方式
以下对本发明的原理和特征进行描述,所举实例只用于解释本发明,并非用于限定本发明的范围。
实施例1
氮气保护下,向反应釜加入乙酸丁酯847g、1,5-戊二异氰酸酯单体770g、三羟甲基丙烷77g和三正丁基磷2.31g,开启搅拌,搅拌转速280转/分钟,在70℃反应6h后,测定反应体系NCO%值为8.10%,降温至60℃加入苯甲酰氯1.39g,保温反应0.5h后降至室温,得到1,5-戊二异氰酸酯固化剂粗品,蒸除乙酸丁酯,得到粘稠液体为1,5-戊二异氰酸酯固化剂。
将制得1,5-戊二异氰酸酯固化剂与羟基丙烯酸按照NCO/OH(摩尔比)=1:1配漆后,测定漆膜性能指标。
分析1,5-戊二异氰酸酯固化剂理化指标见表(一)。
与羟基丙烯酸配漆后性能指标见表(二)。
实施例2
氮气保护下,向反应釜加入乙酸丁酯839g、1,5-戊二异氰酸酯单体770g、TMP69g和三正丁基磷3.10g,开启搅拌,搅拌转速290转/分钟,在73℃反应5h后,测定反应体系NCO%值为8.99%,降温至60℃加入苯甲酰氯1.86g,保温反应0.5h后降至室温,得到1,5-戊二异氰酸酯固化剂粗品,蒸除乙酸丁酯,得到粘稠液体为1,5-戊二异氰酸酯固化剂。
将制得1,5-戊二异氰酸酯固化剂与羟基丙烯酸按照NCO/OH(摩尔比)=1:1配漆后,测定漆膜性能指标。
分析1,5-戊二异氰酸酯固化剂理化指标见表(一)。
与羟基丙烯酸配漆后性能指标见表(二)。
实施例3
氮气保护下,向反应釜加入溶剂乙酸丁酯832g、1,5-戊二异氰酸酯单体770g、TMP62g和三正丁基磷3.85g,开启搅拌,搅拌转速300转/分钟,在75℃反应5.5h后,测定反应体系NCO%值为8.64%,降温至60℃加入苯甲酰氯2.31g,保温反应0.5h后降至室温,得到1,5-戊二异氰酸酯固化剂粗品,蒸除乙酸丁酯,得到粘稠液体为1,5-戊二异氰酸酯固化剂。
将制得1,5-戊二异氰酸酯固化剂与羟基丙烯酸按照NCO/OH(摩尔比)=1:1配漆后,测定漆膜性能指标。
分析1,5-戊二异氰酸酯固化剂理化指标见表(一)。
与羟基丙烯酸配漆后性能指标见表(二)。
表(一)1,5-戊二异氰酸酯固化剂理化指标
理化指标 | 实施例1 | 实施例2 | 实施例3 |
NCO/% | 16.15 | 17.93 | 17.20 |
粘度(25℃)/P | 2000 | 1760 | 1890 |
残留1,5-戊二异氰酸酯单体/% | 0.17 | 0.21 | 0.19 |
表(二)与羟基丙烯酸配漆后性能指标
性能指标 | 实施例1 | 实施例2 | 实施例3 |
杨氏模量kg/cm | 402 | 390 | 411 |
拉断强度kg/cm | 217 | 201 | 219 |
断裂伸长率% | 78 | 72 | 77 |
表干时间/min,23℃ | 180 | 200 | 189 |
硬度 | 2H | 2H | 2H |
色差UVA,1000h | 1.7 | 1.5 | 1.6 |
以上所述仅为本发明的较佳实施例,并不用以限制本发明,凡在本发明的精神和原则之内所作的任何修改、等同替换、改进等,均应包含在本发明的保护范围之内。
Claims (7)
1.一种1,5-戊二异氰酸酯固化剂的制备方法,其特征在于:具体步骤为:氮气保护下,向反应釜中加入溶剂、1,5-戊二异氰酸酯、三羟甲基丙烷和催化剂,搅拌均匀,搅拌转速280-300转/分钟,控制反应温度70-75℃,分析反应体系NCO值达到8-9%时,降温至60℃加入终止剂,保温反应0.5h后降至室温得到1,5-戊二异氰酸酯固化剂粗品,蒸除溶剂,得到粘稠液体1,5-戊二异氰酸酯固化剂。
2.如权利要求1所述的一种1,5-戊二异氰酸酯固化剂的制备方法,其特征在于:所述溶剂为乙酸丁酯,加入量为1,5-戊二异氰酸酯与三羟甲基丙烷质量之和。
3.如权利要求1所述的一种1,5-戊二异氰酸酯固化剂的制备方法,其特征在于:所述催化剂为三正丁基磷,加入量为1,5-戊二异氰酸酯质量的0.3-0.5%。
4.如权利要求1所述的一种1,5-戊二异氰酸酯固化剂的制备方法,其特征在于:所述终止剂为苯甲酰氯,加入量为催化剂质量的60%。
5.如权利要求1所述的一种1,5-戊二异氰酸酯固化剂的制备方法,其特征在于:所述三羟甲基丙烷水分含量小于质量分数0.02%,加入量为1,5-戊二异氰酸酯质量的8-10%。
6.如权利要求1所述的一种1,5-戊二异氰酸酯固化剂的制备方法,其特征在于:所述蒸除溶剂的方法为分子薄膜蒸发器处理。
7.如权利要求1-6任一所述的制备方法得到的1,5-戊二异氰酸酯固化剂的应用方法,其特征在于:1,5-戊二异氰酸酯固化剂与羟基丙烯酸按照摩尔比NCO/OH 1:1配漆。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202210940305.5A CN115260445B (zh) | 2022-08-05 | 2022-08-05 | 一种1,5-戊二异氰酸酯固化剂的制备及应用方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202210940305.5A CN115260445B (zh) | 2022-08-05 | 2022-08-05 | 一种1,5-戊二异氰酸酯固化剂的制备及应用方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN115260445A CN115260445A (zh) | 2022-11-01 |
CN115260445B true CN115260445B (zh) | 2023-08-29 |
Family
ID=83748714
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202210940305.5A Active CN115260445B (zh) | 2022-08-05 | 2022-08-05 | 一种1,5-戊二异氰酸酯固化剂的制备及应用方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN115260445B (zh) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104910674A (zh) * | 2015-06-17 | 2015-09-16 | 牛无畏 | 一种致密度高和附着力强固化剂及其制备方法 |
CN106589305A (zh) * | 2016-12-15 | 2017-04-26 | 陕西启源科技发展有限责任公司 | 甲苯二异氰酸酯‑三羟甲基丙烷聚氨酯固化剂合成方法 |
WO2018023860A1 (zh) * | 2016-08-01 | 2018-02-08 | 山东一诺威新材料有限公司 | 异氰脲酸酯聚醚多元醇及其制备方法和涂料固化剂的制备方法 |
CN107709397A (zh) * | 2015-06-12 | 2018-02-16 | 三井化学株式会社 | 多异氰酸酯组合物、聚氨酯树脂、二液固化型聚氨酯组合物及涂覆材料 |
-
2022
- 2022-08-05 CN CN202210940305.5A patent/CN115260445B/zh active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107709397A (zh) * | 2015-06-12 | 2018-02-16 | 三井化学株式会社 | 多异氰酸酯组合物、聚氨酯树脂、二液固化型聚氨酯组合物及涂覆材料 |
CN104910674A (zh) * | 2015-06-17 | 2015-09-16 | 牛无畏 | 一种致密度高和附着力强固化剂及其制备方法 |
WO2018023860A1 (zh) * | 2016-08-01 | 2018-02-08 | 山东一诺威新材料有限公司 | 异氰脲酸酯聚醚多元醇及其制备方法和涂料固化剂的制备方法 |
CN106589305A (zh) * | 2016-12-15 | 2017-04-26 | 陕西启源科技发展有限责任公司 | 甲苯二异氰酸酯‑三羟甲基丙烷聚氨酯固化剂合成方法 |
Non-Patent Citations (1)
Title |
---|
廉价、快干、低游离TDI改性聚氨酯固化剂的研制;戴红斌;陈士兴;;涂料技术与文摘(12);29-30 * |
Also Published As
Publication number | Publication date |
---|---|
CN115260445A (zh) | 2022-11-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1006131B1 (de) | Hybridlack-Zubereitungen | |
US5473011A (en) | Polyisocyanate mixtures, a process for their preparation and their use as cross-linking agents in coating compositions | |
CN103204983B (zh) | 脂族聚异氰酸酯预聚物和使用其的聚氨基甲酸酯树脂涂料组合物 | |
US6545117B1 (en) | Sprayable coating compositions comprising an oxazolidine functional compound, an isocyanate functional compound, and a compound selected from a mercapto and a sulfonic acid functional compound | |
CA2033741A1 (en) | Polyisocyanate mixtures, processes for their production and their use as binders for coating compositions or as reactants for compounds reactive to isocyanate groups or carboxyl groups | |
JP2003508562A (ja) | ブロックトポリイソシアネート架橋剤 | |
CN114395106B (zh) | 一种含环氧基团的高温自交联水性聚氨酯树脂及其制备方法与应用 | |
CN110028675B (zh) | 一种改性环氧酯树脂、涂料组合物及制备方法 | |
CN115260445B (zh) | 一种1,5-戊二异氰酸酯固化剂的制备及应用方法 | |
JP2765024B2 (ja) | イソシアネート・プレポリマーの製造方法 | |
JP2005015626A (ja) | 一液性水系ポリウレタン樹脂組成物及び該組成物を含有する水性樹脂組成物 | |
WO1997039063A1 (en) | Bis(isobutyraldimine) of 1,4-diaminobutane in hdi trimer and biuret-based coatings | |
EP1448652B1 (de) | Mit epsilon -caprolactam und dipa bzw. 1,2,4-triazol mischblockierte polyisocyanate, deren herstellung und verwendung | |
CN115093375B (zh) | 一种间苯二亚甲基二异氰酸酯三聚体的制备及应用方法 | |
CA2169226A1 (en) | Blocked polyisocyanates, process for their preparation, and coating materials and coating systems produced therefrom | |
JPH04226965A (ja) | ポリイソシアナト−イソシアヌレート及びその製造方法、ならびにこれらの用途 | |
EP3988596A1 (en) | Polyether-modified polyisocyanate composition | |
WO2022069563A1 (en) | Water-dispersible modified polyisocyanates | |
EP3988597A1 (en) | Two-component coating composition | |
US11795262B2 (en) | Polyether-modified polyisocyanate composition | |
JPH0241379A (ja) | プライマー用樹脂組成物 | |
JP3293034B2 (ja) | ポリイソシアネート硬化剤、該硬化剤を用いたポリウレタン塗料用樹脂組成物 | |
EP1765899A1 (de) | Verfahren zur herstellung aminofunktioneller polyurethan-prepolymere | |
JP2907940B2 (ja) | 二液型ウレタン塗料用樹脂組成物 | |
CN119019644A (zh) | 一种多异氰酸酯组合物及其制备方法与应用 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |