CN112368313A - 用苯并呋喃酮-亚磷酸酯衍生物稳定的聚氨酯泡沫或聚醚多元醇 - Google Patents
用苯并呋喃酮-亚磷酸酯衍生物稳定的聚氨酯泡沫或聚醚多元醇 Download PDFInfo
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- CN112368313A CN112368313A CN201980043270.1A CN201980043270A CN112368313A CN 112368313 A CN112368313 A CN 112368313A CN 201980043270 A CN201980043270 A CN 201980043270A CN 112368313 A CN112368313 A CN 112368313A
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- tert
- butyl
- component
- phenyl
- additive
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- 238000002156 mixing Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 239000010452 phosphate Substances 0.000 description 1
- CZQYVJUCYIRDFR-UHFFFAOYSA-N phosphono dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.NC1=NC(N)=NC(N)=N1.OP(O)(=O)OP(O)(O)=O CZQYVJUCYIRDFR-UHFFFAOYSA-N 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 description 1
- QVJYHZQHDMNONA-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1.NC1=NC(N)=NC(N)=N1 QVJYHZQHDMNONA-UHFFFAOYSA-N 0.000 description 1
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- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
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- 230000002265 prevention Effects 0.000 description 1
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- 125000006413 ring segment Chemical group 0.000 description 1
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- WOFYQUJNULCFLN-UHFFFAOYSA-N saytex bn 451 Chemical compound BrC1C(Br)C2CC1C(C1=O)C2C(=O)N1CCN(C1=O)C(=O)C2C1C1CC2C(Br)C1Br WOFYQUJNULCFLN-UHFFFAOYSA-N 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- IJRHDFLHUATAOS-DPMBMXLASA-M sodium ricinoleate Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O IJRHDFLHUATAOS-DPMBMXLASA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
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- 229960000984 tocofersolan Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- INNSFNJTGFCSRN-UHFFFAOYSA-N tridecyl 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanyl]acetate Chemical compound CCCCCCCCCCCCCOC(=O)CSCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 INNSFNJTGFCSRN-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JZZBTMVTLBHJHL-UHFFFAOYSA-N tris(2,3-dichloropropyl) phosphate Chemical compound ClCC(Cl)COP(=O)(OCC(Cl)CCl)OCC(Cl)CCl JZZBTMVTLBHJHL-UHFFFAOYSA-N 0.000 description 1
- NZRUVESPDLPFNE-UHFFFAOYSA-N tris(2-butylphenyl) phosphite Chemical class CCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCC)OC1=CC=CC=C1CCCC NZRUVESPDLPFNE-UHFFFAOYSA-N 0.000 description 1
- WMDCKTVTYQSGJP-UHFFFAOYSA-N tris(2-pentylphenyl) phosphite Chemical class CCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCC)OC1=CC=CC=C1CCCCC WMDCKTVTYQSGJP-UHFFFAOYSA-N 0.000 description 1
- MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
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- 238000005406 washing Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Chemical class 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000011590 β-tocopherol Substances 0.000 description 1
- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
- 239000002446 δ-tocopherol Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 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
- 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
-
- 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
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
-
- 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
- C08G18/08—Processes
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Abstract
本发明涉及一种包含下列组分的组合物:(a)一种聚氨酯泡沫或聚醚多元醇;和(b)式(I)化合物,其中R1为H或C1烷基。描述了一种制备上述组合物的方法,组分(b)在稳定组分(a)以防降解中的用途以及一种包含组分(b)和为特定芳族胺的第一种其他添加剂作为组分(c)的特定添加剂混合物。
Description
本发明涉及一种包含聚氨酯泡沫或聚醚多元醇作为组分(a)和一种特定苯并呋喃酮-亚磷酸酯衍生物作为组分(b)的组合物。提供了一种制备上述组合物的方法、该特定苯并呋喃酮-亚磷酸酯衍生物在稳定组分(a)中的用途以及一种包含该特定苯并呋喃酮-亚磷酸酯衍生物和苯基芳基胺的特定添加剂混合物。
聚氨酯泡沫通常在诸如家用家具、汽车内饰或建筑的应用领域作为材料使用。这些是其中希望所用材料的长期操作时间的应用领域。这可能与在一次性包装以保护包装物品防止机械冲击情况下的包装应用领域明显不同。像许多有机材料一样,聚氨酯本身以及特别是聚氨酯泡沫易于因暴露于能量或化学反应物而引起降解。一方面已经存在原料多元醇和二-或多异氰酸酯形成聚氨酯泡沫本身的初始放热反应,另一方面在其操作过程中长期暴露于热和/或光。聚氨酯泡沫的原料的初始放热反应在其中发泡剂产生发泡气体的条件下进行。在水作为发泡剂的情况下,释放二氧化碳的与异氰酸酯的反应额外是放热的。若希望具有软泡稠度的聚氨酯泡沫,则通常将聚醚多元醇用作聚氨酯泡沫的多元醇原料。聚醚多元醇本身已经是易于因暴露于能量或化学反应物而引起降解的有机材料。若聚醚多元醇已经以破坏状态用作聚氨酯泡沫的原料,则这对于形成的聚氨酯泡沫对于进一步暴露于能量或化学反应物的耐受性并无益处。
EP 1291384 A公开了如下所示被乙酰氧基取代的苯基取代的苯并呋喃酮作为基于聚醚多元醇的聚氨酯泡沫的稳定剂的应用。发现稳定泡沫的变色相对于如下所示被仅被两个C1烷基取代的苯基取代的对比苯并呋喃酮更胜一筹。
WO 2006/065829 A公开了被烷氧基取代苯基取代的苯并呋喃酮—其主组分如下所示—作为基于聚醚多元醇的聚氨酯泡沫的稳定剂的应用。发现它相对于如下所示被两个C1烷基取代的苯基取代的对比苯并呋喃酮更胜一筹或者相当。此外,这两种苯并呋喃酮作为聚醚多元醇的稳定剂使用并且对这二者描述了类似性能。
WO 2015/121445 A公开了作为易于氧化、热或光诱发降解的有机材料的稳定剂的苯并呋喃酮亚磷酸酯衍生物。在9种所公开的具体苯并呋喃酮亚磷酸酯中,在实施例中将8种用于聚乙烯或聚丙烯的稳定化。尤其使用两种如下所示的具体单苯并呋喃酮磷酸酯。
WO 2017/025431 A公开了作为易于氧化、热或光诱发降解的有机材料的稳定剂的苯并呋喃酮磷酸酯衍生物。实施例示出了特定苯并呋喃酮磷酸酯对聚乙烯和聚丙烯的稳定化。还显示出该特定苯并呋喃酮磷酸酯比其特定苯并呋喃酮亚磷酸酯对应物更耐受湿度暴露。还公开了另一特定苯并呋喃酮磷酸酯,其如下所示。
尽管有一系列已经可得的稳定剂概念,但对于聚氨酯泡沫或聚醚多元醇的改进稳定化以防热、光和/或氧化的有害影响仍然需要其他技术概念。优选该技术概念允许在其应用过程中的简化处理。
本发明的目的是要提供一种改进的稳定化以防热、光和/或氧化的有害影响。特别希望对氧气氧化的良好耐受性。特别希望对焦烧的良好耐受性,而焦烧是在泡沫形式的材料中观察到的降解。
该目的根据本发明通过一种包含下列组分的组合物实现:
(a)聚氨酯泡沫或聚醚多元醇;和
(b)式I化合物:
其中R1为H或C1烷基。
式I化合物具有至少一个不对称碳原子,即在苯并呋喃-2-酮结构单元的3位上的碳原子。在R1为C1烷基的情况下存在另一不对称碳原子。被三个不同取代基取代的磷原子可能呈现受阻反转,这取决于温度可能产生不对称磷原子。本发明涉及这些对映体中的任一种、所得非对映体或其混合物。
C1烷基的替换表达是甲基(=CH3)。因此,式I中的R1为H或甲基。
其中R1=H的式I化合物,即试验部分作为稳定剂3所示化合物(103)由WO 2015/121445 A的实施例S-7已知。其中R1=C1烷基的式I化合物,即试验部分作为稳定剂4所示化合物(104)由WO 2015/121445 A的实施例S-8已知。
优选一种其中式I中的R1为C1烷基的组合物。使用C1烷基的替换表达,即甲基,优选一种其中式I中的R1为甲基的组合物。
聚氨酯和聚醚多元醇均易于氧化、热或光诱发降解。将式I化合物掺入聚氨酯泡沫或聚醚多元醇中以稳定聚氨酯泡沫或聚醚多元醇。
聚氨酯由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到。为了产生聚氨酯泡沫,在该反应过程中发生气体产生。在该反应过程中的气体产生可能通过在反应之前将水或羧酸加入反应混合物中以产生化学气体或者通过在反应之前将发泡剂加入反应混合物中而引起。
在加入水的情况下,水分子与异氰酸酯基团反应,消除二氧化碳并且形成的伯胺与另一异氰酸酯基团反应而形成脲基团:
Ra-N=C=O+H2O+Rb-N=C=O->Ra-NH-C(=O)-NH-Rb+CO2
在加入羧酸的情况下,羧酸与异氰酸酯基团反应,消除二氧化碳并形成酰胺基团:
Ra-N=C=O+HO(O=)C-Rc->Ra-NH-C(=O)-Rc+CO2
本文所用发泡剂是指一种在101.32kPa下的沸点为-15℃至反应混合物在反应过程中产生的最大温度或其以下,优选-15℃至110℃,更优选-10℃至80℃,非常优选-5℃至70℃的有机化合物。此外,发泡剂在与反应混合物中的多异氰酸酯反应物或多元醇反应物在反应条件下形成化学键下不反应。发泡剂的实例是具有4-10个碳原子,优选5-8个碳原子的链烷烃,具有5-10个碳原子的环烷烃,丙酮,甲酸甲酯,二氧化碳(以液体形式加入)或者具有1-5个碳原子,优选1-3个碳原子的部分或完全卤代链烷烃。
具有4-10个碳原子的链烷烃例如是丁烷、戊烷、己烷或庚烷。具有5-10个碳原子的环烷烃例如是环戊烷或环己烷。部分或完全卤代链烷烃例如是二氯甲烷、1,1,1-三氯乙烷、CFC-11、CFC-113、CFC-114、CFC-123、CFC-123a、CFC-124、CFC-133、CFC-134、CFC-134a、CFC-141b、CFC-142、CFC-151。在具有1-5个碳原子的部分或完全卤代链烷烃中优选部分卤代的那些,即具有至少一个氢原子的那些,例如二氯甲烷、CFC-123、CFC-141b、CFC-124或1,1,1-三氯乙烷。
当将水用于气体产生时,水优选在反应之前基于100重量份多元醇反应物以0.5-12重量份的量加入反应混合物中。更优选加入1-8份水。最优选加入2-7份水,例如3-7或4-7份水。特别是对于密度为16-32kg/m3的聚氨酯泡沫,加入3-8份水。对于密度超过32kg/m3且低于48kg/m3的聚氨酯泡沫,加入2-5份水。
当将发泡剂用于气体产生时,发泡剂优选基于100重量份多元醇反应物以2-50重量份的量加入反应混合物中。更优选加入3-45份发泡剂。非常优选加入4-30份发泡剂,例如5-25份发泡剂。
使用水或羧酸或者使用发泡剂提供了聚氨酯密度的所需降低。当使用水或羧酸,特别是水时,反应放热增加。使用水时,聚氨酯泡沫中的脲键增加,这将泡沫硬化。相反,使用发泡剂使反应混合物内部的温度适中并软化该泡沫。虽然使用水是诱人的,但提高了在反应过程中产生的聚氨酯泡沫稳定化的要求。
聚氨酯泡沫例如是普通聚氨酯泡沫或自结皮聚氨酯泡沫(结构泡沫)。普通聚氨酯泡沫在由该普通聚氨酯泡沫制成的结构横截面上具有相同化学组成和相同密度。若选择如此小的规模以至于泡孔中的空隙空间数目和泡孔壁数目太小,则这当然不适用。自结皮聚氨酯泡沫(结构泡沫)具有相同的化学组成,但在由该自结皮泡沫制成的结构横截面上的密度从该结构的多孔芯到该结构的外周区增加。外周区几乎紧凑。普通聚氨酯泡沫例如通过反应混合物在无限反应容器中反应而得到,即该反应容器在至少一个方向是敞开的,意思是即使该反应容器的体积显著扩大,出现的泡沫也不会显著进一步张开。自结皮聚氨酯泡沫例如通过反应混合物在有限反应容器中反应而得到,即出现的泡沫填充该有限反应容器的整个体积并且若该有限反应容器的体积扩大,则出现的泡沫显著进一步张开。此外,在反应过程中存在温度梯度,例如因该有限反应容器的冷表面和未冷却芯。通过将发泡剂用于该自结皮聚氨酯泡沫,在该结构的外周区的表面上形成显著非泡孔状表皮。
优选在反应之前将水或羧酸加入反应混合物中,更优选在反应之前将水加入反应混合物中。非常优选在普通聚氨酯泡沫的情况下在反应之前将水或羧酸加入反应混合物中。最优选在普通聚氨酯泡沫的情况下在反应之前将水加入反应混合物中。
聚氨酯泡沫相对于由除了水或羧酸含量或发泡剂含量外相同的反应混合物得到的聚氨酯具有降低的密度。该聚氨酯泡沫优选在20℃和101.3kPa下具有5-500kg/m3,更优选10-300kg/m3,非常优选15-100kg/m3,最优选16-48kg/m3的密度。在该聚氨酯泡沫为自结皮泡沫(结构泡沫)的情况下,密度作为整个泡沫结构的平均密度测定。自结皮聚氨酯泡沫的密度通常比普通聚氨酯泡沫的密度高10倍。
优选一种其中聚氨酯泡沫在20℃和101.3kPa下具有的密度为5-500kg/m3的组合物。
聚氨酯泡沫优选是热固性的。
聚氨酯泡沫优选是半硬质泡孔材料或柔韧(或软质)泡孔塑料。更优选该聚氨酯泡沫是柔韧(或软质)泡孔塑料。该聚氨酯泡沫的耐形变性例如根据标准DIN 53421测量,其中在10%压缩下15kPa或更小的压缩应力标明是柔韧泡孔塑料。该聚氨酯泡沫非常优选是柔韧(或软质)泡孔塑料,其根据DIN 53421在10%压缩下具有15kPa或更小的压缩应力。
聚氨酯泡沫优选是热固性的且为柔韧泡孔塑料。
优选在反应之前将表面活性剂加入反应混合物中。表面活性剂支持在反应过程中由反应混合物形成稳定泡沫,即直到反应进行到充分固化阶段也不坍塌以维持泡孔结构的泡沫或者不含显著量大孔的泡沫。表面活性剂例如是硅氧烷衍生物,例如硅氧烷/聚氧化烯,或脂肪酸盐。优选表面活性剂是硅氧烷衍生物。由于过量表面活性剂倾向于引起反应混合物在胶凝之前坍塌,因此表面活性剂优选基于100份多元醇反应物以0.05-5重量份,更优选0.15-4重量份,非常优选0.3-3重量份,最优选0.8-2重量份的量加入。
优选将多异氰酸酯反应物和多元醇反应物反应用催化剂加入反应混合物中。该催化剂例如是胺催化剂或有机金属催化剂。胺催化剂例如是三亚乙基二胺或基于它的衍生物,N-甲基吗啉,N-乙基吗啉,二乙基乙醇胺,N-椰油基吗啉,1-甲基-4-二甲氨基乙基哌嗪,3-甲氧基-N-二甲基丙基胺,N,N-二乙基-3-二乙氨基丙基胺,二甲基苄基胺,二(2-二甲氨基乙基)醚或二甲基苄基胺。优选三亚乙基二胺或基于它的衍生物。有机金属催化剂例如是锡、铋、铁、汞、锌或铅的有机盐。优选有机锡化合物。有机锡化合物的实例是二月桂酸二甲基锡、二月桂酸二丁基锡或辛酸亚锡。优选辛酸亚锡。优选胺催化剂的量基于100重量份多元醇反应物为0.01-5重量份,更优选0.03-2重量份。优选有机金属催化剂的量基于100重量份多元醇反应物为0.001-3重量份。优选将胺催化剂和有机金属催化剂加入反应混合物中。
多异氰酸酯反应物是芳族多异氰酸酯或脂族多异氰酸酯。芳族多异氰酸酯例如是2,4-和/或2,6-甲苯二异氰酸酯(TDI),2,4’-二苯基甲烷二异氰酸酯,1,3-和1,4-苯二异氰酸酯,4,4’-二苯基甲烷二异氰酸酯(MDI),2,4’-二苯基甲烷二异氰酸酯(通常作为次要异构体含于4,4’-二苯基甲烷二异氰酸酯中),1,5-萘二异氰酸酯,三苯基甲烷-4,4’,4”-三异氰酸酯或多苯基多亚甲基多异氰酸酯,例如通过苯胺-甲醛缩合和随后光气化制备的多异氰酸酯(“粗MDI”)。还包括芳族多异氰酸酯的混合物。脂族多异氰酸酯例如是亚乙基二异氰酸酯、1,4-四亚甲基二异氰酸酯、1,6-六亚甲基二异氰酸酯、1,12-十二烷二异氰酸酯、环丁烯-1,3-二异氰酸酯、环己烷-1,3-和1,4-二异氰酸酯、1,5-二异氰酸酯-3,3,5-三甲基环己烷、2,4-和/或2,6-六氢甲苯二异氰酸酯、全氢-2,4’-和/或4,4’-二苯基甲烷二异氰酸酯(H12MDI)或异佛尔酮二异氰酸酯。还包括脂族多异氰酸酯的混合物。此外,包括前述芳族多异氰酸酯或脂族多异氰酸酯的衍生物和预聚物,例如含有尿烷、碳二亚胺、脲基甲酸酯、异氰脲酸酯、酰化脲、缩二脲或酯基的这些(“改性多异氰酸酯”)。对于芳族多异氰酸酯,含有碳二亚胺基团的所谓“液体MDI”产物是一个实例。还可以使用芳族多异氰酸酯或脂族多异氰酸酯的含有异氰酸酯基团的蒸馏残余物,它为一种或多种在异氰酸酯的工业制备过程中得到的上述多异氰酸酯或溶于其中。优选的多异氰酸酯反应物是芳族多异氰酸酯TDI、MDI或MDI的衍生物,以及脂族多异氰酸酯异佛尔酮二异氰酸酯、H12MDI、六亚甲基二异氰酸酯或环己烷二异氰酸酯。非常优选芳族多异氰酸酯。最优选为TDI、MDI或MDI的衍生物的多异氰酸酯。尤其优选为TDI,特别是2,4-甲苯二异氰酸酯和2,6-甲苯二异氰酸酯的混合物的多异氰酸酯。
多异氰酸酯反应物优选以提供90-130,更优选95-115,最优选100-113,尤其优选105-112的异氰酸酯指数的量使用。异氰酸酯指数在本文用来指所用异氰酸酯基团相对于与反应混合物中,例如多元醇反应物中以及若存在的话水、羧酸、交联剂、扩链剂中以及其他具有官能基团—其为含活性氢的基团且因此对异氰酸酯呈反应性—的组分中的活性氢当量反应所需理论当量的比例的100倍。指数100表示化学计量比1-1并且指数107表示例如异氰酸酯当量过量7%。异氰酸酯当量是异氰酸酯基团的总数。活性氢当量是指活性氢的总数。含活性氢的基团—为羟基或仲胺基团—贡献1活性氢当量。含活性氢的基团—为伯胺基团—也贡献1活性氢当量。这是因为在与一个异氰酸酯基团反应之后,第二个原始氢不再是活性氢。含活性氢的基团—为羧酸—对于一个羧酸官能团贡献1活性氢当量。
多元醇反应物是聚醚多元醇或聚酯多元醇。
聚醚多元醇例如是可以通过聚合氧化烯或具有至少4个环原子的环状醚而得到的聚合物,每分子含有至少两个含活性氢的基团并且每分子至少两个含活性氢的基团是羟基。含活性氢的基团例如是伯羟基、仲羟基、伯胺或仲胺。含活性氢的基团的意欲功能是与异氰酸酯反应而形成共价键。优选该聚醚多元醇每分子含有2-8个,非常优选2-6个,最优选2-4个,尤其优选2-3个含活性氢的基团。许多每分子三个含活性氢的基团的聚醚多元醇也称为三官能聚醚多元醇。氧化烯例如是氧化乙烯、氧化丙烯、1,2-氧化丁烯、2,3-氧化丁烯或氧化苯乙烯。环状醚例如是氧杂环丁烷或四氢呋喃。
聚醚多元醇例如通过用含有至少两个反应性氢原子的引发剂组分单独或作为混合物或依次聚合氧化烯而得到。含有至少两个反应性氢原子的引发剂组分例如是水、多元醇、氨、伯胺或含有第二反应性氢原子的仲胺。多元醇例如是乙二醇、1,2-丙二醇、1,3-丙二醇、甘油、三羟甲基丙烷、4,4’-二羟基二苯基丙烷或α-甲基葡糖苷。伯胺例如是乙醇胺、乙二胺、二亚乙基三胺或苯胺。含有第二反应性氢原子的仲胺例如是二乙醇胺、三乙醇胺或N-(2-羟基乙基)哌嗪。含有至少两个反应性氢原子的引发剂组分优选是水或多元醇。含有至少两个反应性氢原子的引发剂组分优选含有2-6个,更优选2-4个,最优选2-3个反应性氢原子。用于制备聚醚多元醇的引发剂组分中反应性氢原子的平均数定义了该聚醚多元醇的“标称官能度”,即该聚醚多元醇的含活性氢的基团的平均数。该聚醚多元醇的标称官能度优选为2-6,更优选2-4,最优选2-3.5,尤其优选2-3.3。
聚醚多元醇例如具有400-10000道尔顿,优选800-10000道尔顿的分子量。分子量更优选作为数均分子量(Mn或数均摩尔质量)测定。该聚醚多元醇的当量在本文定义为该聚醚多元醇的分子量除以其每分子的含活性氢的基团平均数,优选拿数据分子量(Mn)来确定当量。尤其用数据分子量(Mn)确定的该聚醚多元醇的当量优选为400-5000,更优选800-2500,非常优选900-1300,尤其优选1000-1200。
优选一种主要(基于该聚醚多元醇中存在的所有羟基为至多90重量%)含有为仲羟基的含活性氢的基团的聚醚多元醇。
聚酯多元醇例如通过二酸和二醇的缩聚生产,其中该二醇过量使用。用具有不止两个羟基的多元醇部分替代二醇导致分歧的聚酯多元醇。二酸例如为己二酸、戊二酸、琥珀酸、马来酸或邻苯二甲酸。二醇例如为乙二醇、二甘醇、1,4-丁二醇、1,5-戊二醇、新戊二醇或1,6-己二醇。具有不止两个羟基的多元醇例如为甘油、三羟甲基丙烷或季戊四醇。
交联剂例如是反应混合物的另一组分。交联剂可以改善聚氨酯泡沫的弹性。本文所定义的交联剂每分子具有3-8个,优选3-4个含活性氢的基团。因此,该交联剂与该多异氰酸酯反应物反应并且若存在的话被看作计算多异氰酸酯指数的反应物。该交联剂不含酯键并且具有200以下的当量,尤其用数据分子量(Mn)测量。在存在交联剂的情况下,该聚醚多元醇优选具有400-5000的聚醚多元醇当量,尤其用数据分子量(Mn)测量。交联剂例如是亚烷基三醇或链烷醇胺。亚烷基三醇例如是甘油或三羟甲基丙烷。链烷醇胺例如是二乙醇胺、三异丙醇胺、三乙醇胺、二异丙醇胺、4-8摩尔氧化乙烯与乙二胺的加合物或者4-8摩尔氧化丙烯与乙二胺的加合物。该交联剂优选是链烷醇胺,更优选二乙醇胺。
扩链剂例如是反应混合物的另一组分。本文所定义的扩链剂每分子具有两个为羟基的含活性氢的基团。因此,该扩链剂与多异氰酸酯反应物反应并且若存在的话被看作计算多异氰酸酯指数的反应物。该扩链剂不含酯键并且具有31-300,优选31-150的当量,尤其用数据分子量(Mn)测量。在存在扩链剂的情况下,该聚醚多元醇优选具有400-5000的聚醚多元醇当量,尤其用数据分子量(Mn)测量。扩链剂例如是亚烷基二醇或二醇醚。亚烷基二醇例如是乙二醇、1,3-丙二醇、1,4-丁二醇或1,6-六亚甲基二醇。二醇醚例如是二甘醇、三甘醇、二丙二醇、三丙二醇或1,4-环己烷二甲醇。
若使用的话,交联剂和扩链剂在反应混合物中的合并量基于100重量份多元醇反应物小于50重量份。优选该合并量小于20重量份,更优选小于5重量份。
该反应混合物在反应之前包含多异氰酸酯反应物和多元醇反应物并且基于100重量份多元醇反应物,60-100重量份多元醇反应物优选为聚醚多元醇。更优选80-100重量份,非常优选95-100重量份,最优选98-100重量份多元醇反应物为聚醚多元醇,尤其优选多元醇反应物是聚醚多元醇。
聚氨酯泡沫由反应混合物的反应得到。上述优选情形可以以替换形式表达,即该聚氨酯泡沫优选由多异氰酸酯反应物和多元醇在反应混合物中反应得到并且基于100重量份多元醇反应物,60-100重量份多元醇反应物是聚醚多元醇。
优选一种其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到的组合物。
优选一种其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到的组合物,其中该反应混合物包含多异氰酸酯反应物、多元醇反应物以及任选水、羧酸或发泡剂、任选表面活性剂、任选催化剂、任选交联剂和任选扩链剂。
优选一种其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且基于100重量份多元醇反应物,60-100重量份多元醇反应物是聚醚多元醇的组合物。
优选一种其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且该反应混合物在反应之前含有水、羧酸或发泡剂的组合物。
优选一种其中组分(a)为聚氨酯泡沫的组合物。
优选一种其中组分(a)为聚醚多元醇的组合物。
组分(b),即式I化合物在该组合物中的含量对于作为组分(a)的聚氨酯泡沫基于反应混合物中的多元醇反应物限定,该多元醇反应物随后与多异氰酸酯反应物反应而形成该聚氨酯泡沫。组分(b),即式I化合物在该组合物中的含量对于作为组分(a)的聚醚多元醇基于该聚醚多元醇限定。对于这两种情形,组分(b)的量在聚氨酯泡沫的情况下基于100重量份多元醇反应物或者在聚醚多元醇的情况下基于100重量份该聚醚多元醇优选为0.01-2重量份。更优选该量为0.02-1.5重量份,非常优选0.025-1.2重量份,最优选0.03-1.1重量份。
优选一种其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,组分(b)的量在聚氨酯泡沫的情况下基于100重量份该多元醇反应物为0.01-2重量份并且在聚醚多元醇的情况下基于100重量份该聚醚多元醇为0.01-2重量份的组合物。
该包含组分(a)和组分(b)的组合物例如含有第一种其他添加剂作为组分(c)。该第一种其他添加例如选自下面的列举:
1.抗氧化剂
1.1.烷基化单酚,例如2,6-二叔丁基-4-甲基苯酚,2-叔丁基-4,6-二甲基苯酚,2,6-二叔丁基-4-乙基苯酚,2,6-二叔丁基-4-正丁基苯酚,2,6-二叔丁基-4-异丁基苯酚,2,6-二环戊基-4-甲基苯酚,2-(α-甲基环己基)-4,6-二甲基苯酚,2,6-二-十八烷基-4-甲基苯酚,2,4,6-三环己基苯酚,2,6-二叔丁基-4-甲氧基甲基苯酚,侧链呈线性或支化的壬基酚类,例如2,6-二壬基-4-甲基苯酚,2,4-二甲基-6-(1'-甲基十一烷-1'-基)苯酚,2,4-二甲基-6-(1'-甲基十七烷-1'-基)苯酚,2,4-二甲基-6-(1'-甲基十三烷-1'-基)苯酚,2,4-二甲基-6-(1'-甲基-1'-十四烷基甲基)苯酚及其混合物。
1.2.烷硫基甲基酚类,例如2,4-二辛硫基甲基-6-叔丁基苯酚、2,4-二辛硫基甲基-6-甲基苯酚、2,4-二辛硫基甲基-6-乙基苯酚、2,6-二-十二烷硫基甲基-4-壬基苯酚。
1.3.氢醌类和烷基化氢醌类,例如2,6-二叔丁基-4-甲氧基苯酚、2,5-二叔丁基氢醌、2,5-二叔戊基氢醌、2,6-二苯基-4-十八烷氧基苯酚、2,6-二叔丁基氢醌、2,5-二叔丁基-4-羟基茴香醚、3,5-二叔丁基-4-羟基茴香醚、硬脂酸3,5-二叔丁基-4-羟基苯基酯、己二酸二(3,5-二叔丁基-4-羟基苯基)酯。
1.4.生育酚类,例如α-生育酚、β-生育酚、γ-生育酚、δ-生育酚及其混合物(维生素E)、维生素E乙酸酯。
1.5.羟基化硫代二苯基醚类,例如2,2'-硫代二(6-叔丁基-4-甲基苯酚)、2,2'-硫代二(4-辛基苯酚)、4,4'-硫代二(6-叔丁基-3-甲基苯酚)、4,4'-硫代二(6-叔丁基-2-甲基苯酚)、4,4'-硫代二(3,6-二仲戊基苯酚)、4,4'-二(2,6-二甲基-4-羟基苯基)二硫化物。
1.6.亚烷基双酚类,例如2,2'-亚甲基二(6-叔丁基-4-甲基苯酚)、2,2'-亚甲基二(6-叔丁基-4-乙基苯酚)、2,2'-亚甲基二[4-甲基-6-(α-甲基环己基)苯酚]、2,2'-亚甲基二(4-甲基-6-环己基苯酚)、2,2'-亚甲基二(6-壬基-4-甲基苯酚)、2,2'-亚甲基二(4,6-二叔丁基苯酚)、2,2'-亚乙基二(4,6-二叔丁基苯酚)、2,2'-亚乙基二(6-叔丁基-4-异丁基苯酚)、2,2'-亚甲基二[6-(α-甲基苄基)-4-壬基苯酚]、2,2'-亚甲基二[6-(α,α-二甲基苄基)-4-壬基苯酚]、4,4'-亚甲基二(2,6-二叔丁基苯酚)、4,4'-亚甲基二(6-叔丁基-2-甲基苯酚)、1,1-二(5-叔丁基-4-羟基-2-甲基苯基)丁烷、2,6-二(3-叔丁基-5-甲基-2-羟基苄基)-4-甲基苯酚、1,1,3-三(5-叔丁基-4-羟基-2-甲基苯基)丁烷、1,1-二(5-叔丁基-4-羟基-2-甲基苯基)-3-正十二烷基巯基丁烷、乙二醇二[3,3-二(3'-叔丁基-4'-羟基苯基)丁酸酯]、二(3-叔丁基-4-羟基-5-甲基苯基)二聚环戊二烯、对苯二甲酸二[2-(3'-叔丁基-2'-羟基-5'-甲基苄基)-6-叔丁基-4-甲基苯基]酯、1,1-二-(3,5-二甲基-2-羟基苯基)丁烷、2,2-二(3,5-二叔丁基-4-羟基苯基)丙烷、2,2-二-(5-叔丁基-4-羟基-2-甲基苯基)-4-正十二烷基巯基丁烷、1,1,5,5-四(5-叔丁基-4-羟基-2-甲基苯基)戊烷。
1.7.O-、N-和S-苄基化合物,例如3,5,3',5'-四叔丁基-4,4'-二羟基二苄基醚、4-羟基-3,5-二甲基苄基巯基乙酸十八烷基酯、4-羟基-3,5-二叔丁基苄基巯基乙酸十三烷基酯、三(3,5-二叔丁基-4-羟基苄基)胺、二硫代对苯二甲酸二(4-叔丁基-3-羟基-2,6-二甲基苄基)酯、二(3,5-二叔丁基-4-羟基苄基)硫化物、3,5-二叔丁基-4-羟基苄基巯基乙酸异辛酯。
1.8.羟苄基化丙二酸酯类,例如2,2-二(3,5-二叔丁基-2-羟基苄基)丙二酸二-十八烷基酯、2-(3-叔丁基-4-羟基-5-甲基苄基)丙二酸二-十八烷基酯、2,2-二(3,5-二叔丁基-4-羟基苄基)丙二酸二-十二烷基巯基乙基酯、2,2-二(3,5-二叔丁基-4-羟基苄基)丙二酸二[4-(1,1,3,3-四甲基丁基)苯基]酯。
1.9.芳族羟苄基化合物,例如1,3,5-三(3,5-二叔丁基-4-羟基苄基)-2,4,6-三甲基苯、1,4-二(3,5-二叔丁基-4-羟基苄基)-2,3,5,6-四甲基苯、2,4,6-三(3,5-二叔丁基-4-羟基苄基)苯酚。
1.10.三嗪化合物,例如2,4-二(辛基巯基)-6-(3,5-二叔丁基-4-羟基苯胺基)-1,3,5-三嗪、2-辛基巯基-4,6-二(3,5-二叔丁基-4-羟基苯胺基)-1,3,5-三嗪、2-辛基巯基-4,6-二(3,5-二叔丁基-4-羟基苯氧基)-1,3,5-三嗪、2,4,6-三(3,5-二叔丁基-4-羟基苯氧基)-1,2,3-三嗪、1,3,5-三(3,5-二叔丁基-4-羟基苄基)异氰脲酸酯、1,3,5-三(4-叔丁基-3-羟基-2,6-二甲基苄基)异氰脲酸酯、2,4,6-三(3,5-二叔丁基-4-羟基苯基乙基)-1,3,5-三嗪、1,3,5-三(3,5-二叔丁基-4-羟基苯基丙酰基)-六氢-1,3,5-三嗪、1,3,5-三(3,5-二环己基-4-羟基苄基)异氰脲酸酯。
1.11.苄基膦酸酯,例如2,5-二叔丁基-4-羟基苄基膦酸二甲酯、3,5-二叔丁基-4-羟基苄基膦酸二乙酯、3,5-二叔丁基-4-羟基苄基膦酸二-十八烷基酯、5-叔丁基-4-羟基-3-甲基苄基膦酸二-十八烷基酯、3,5-二叔丁基-4-羟基苄基膦酸单乙酯的钙盐、(3,5-二叔丁基-4-羟基苯基)甲基膦酸。
1.12.酰氨基酚类,例如4-羟基月桂酰苯胺、4-羟基硬脂酰苯胺、N-(3,5-二叔丁基-4-羟基苯基)氨基甲酸辛酯。
1.13.β-(3,5-二叔丁基-4-羟基苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、正辛醇、叔辛醇、线性和支化C7-C9链烷醇的混合物、十八烷醇、线性和支化C13-C15链烷醇的混合物、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫二甘醇、二甘醇、三甘醇、四甘醇、季戊四醇、异氰脲酸三(羟基乙基)酯、N,N'-二(羟基乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.14.β-(5-叔丁基-4-羟基-3-甲基苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、正辛醇、异辛醇、十八烷醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫二甘醇、二甘醇、三甘醇、季戊四醇、异氰脲酸三(羟基乙基)酯、N,N'-二(羟基乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷、3,9-二[2-{3-(3-叔丁基-4-羟基-5-甲基苯基)丙酰氧基}-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷的酯。
1.15.β-(3,5-二环己基-4-羟基苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、辛醇、十八烷醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫二甘醇、二甘醇、三甘醇、季戊四醇、异氰脲酸三(羟基乙基)酯、N,N'-二(羟基乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.16.3,5-二叔丁基-4-羟基苯基乙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、辛醇、十八烷醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫二甘醇、二甘醇、三甘醇、季戊四醇、异氰脲酸三(羟基乙基)酯、N,N'-二(羟基乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.17.β-(3,5-二叔丁基-4-羟基苯基)丙酸的酰胺,例如N,N'-二(3,5-二叔丁基-4-羟基苯基丙酰基)六亚甲基二酰胺、N,N'-二(3,5-二叔丁基-4-羟基苯基丙酰基)三亚甲基二酰胺、N,N'-二(3,5-二叔丁基-4-羟基苯基丙酰基)肼、N,N'-二[2-(3-[3,5-二叔丁基-4-羟基苯基]丙酰氧基)乙基]草酰胺(Naugard XL-1(RTM),由Uniroyal供应)。
1.18.抗坏血酸(维生素C)
1.19.胺类抗氧化剂,例如N,N'-二异丙基对苯二胺、N,N'-二仲丁基对苯二胺、N,N'-二(1,4-二甲基戊基)对苯二胺、N,N'-二(1-乙基-3-甲基戊基)对苯二胺、N,N'-二(1-甲基庚基)对苯二胺、N,N'-二环己基对苯二胺、N,N'-二苯基对苯二胺、N,N'-二(2-萘基)对苯二胺、N-异丙基-N'-苯基对苯二胺、N-(1,3-二甲基丁基)-N'-苯基对苯二胺、N-(1-甲基庚基)-N'-苯基对苯二胺、N-环己基-N'-苯基对苯二胺、4-(对甲苯氨磺酰基)二苯基胺、N,N'-二甲基-N,N'-二仲丁基对苯二胺、二苯基胺、N-烯丙基二苯基胺、4-异丙氧基二苯基胺、N-苯基-1-萘基胺、N-(4-叔辛基苯基)-1-萘基胺、N-苯基-2-萘基胺,辛基化二苯基胺,例如p,p'-二叔辛基二苯基胺、4-正丁基氨基苯酚、4-丁酰氨基苯酚、4-壬酰氨基苯酚、4-十二烷酰氨基苯酚、4-十八烷酰氨基苯酚、二(4-甲氧基苯基)胺、2,6-二叔丁基-4-二甲氨基甲基苯酚、2,4'-二氨基二苯基甲烷、4,4'-二氨基二苯基甲烷、N,N,N',N'-四甲基-4,4'-二氨基二苯基甲烷、1,2-二[(2-甲基苯基)氨基]乙烷、1,2-二(苯基氨基)丙烷、邻甲苯基双胍、二[4-(1',3'-二甲基丁基)苯基]胺、叔辛基化N-苯基-1-萘基胺、单-和二烷基化叔丁基/叔辛基二苯基胺的混合物、单-和二烷基化壬基二苯基胺的混合物、单-和二烷基化十二烷基二苯基胺的混合物、单-和二烷基化异丙基/异己基二苯基胺的混合物、单-和二烷基化叔丁基二苯基胺的混合物、2,3-二氢-3,3-二甲基-4H-1,4-苯并噻嗪、吩噻嗪、单-和二烷基化叔丁基/叔辛基吩噻嗪类的混合物或单-和二烷基化叔辛基吩噻嗪类的混合物、N-烯丙基吩噻嗪、N,N,N',N'-四苯基-1,4-二氨基丁-2-烯。
2.UV吸收剂和光稳定剂
2.1. 2-(2'-羟基苯基)苯并三唑类,例如2-(2'-羟基-5'-甲基苯基)苯并三唑、2-(3',5'-二叔丁基-2'-羟基苯基)苯并三唑、2-(5'-叔丁基-2'-羟基苯基)苯并三唑、2-(2'-羟基-5'-(1,1,3,3-四甲基丁基)苯基)苯并三唑、2-(3',5'-二叔丁基-2'-羟基苯基)-5-氯苯并三唑、2-(3'-叔丁基-2'-羟基-5'-甲基苯基)-5-氯苯并三唑、2-(3'-仲丁基-5'-叔丁基-2'-羟基苯基)苯并三唑、2-(2'-羟基-4'-辛氧基苯基)苯并三唑、2-(3',5'-二叔戊基-2'-羟基苯基)苯并三唑、2-(3',5'-二(α,α-二甲基苄基)-2'-羟基苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-辛氧基羰基乙基)苯基)-5-氯苯并三唑、2-(3'-叔丁基-5'-[2-(2-乙基己氧基)羰基乙基]-2'-羟基苯基)-5-氯苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-甲氧基羰基乙基苯基)-5-氯苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-甲氧基羰基乙基)苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-辛氧基羰基乙基)苯基)苯并三唑、2-(3'-叔丁基-5'-[2-(2-乙基己氧基)羰基乙基]-2'-羟基苯基)苯并三唑、2-(3'-十二烷基-2'-羟基-5'-甲基苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-异辛氧基羰基乙基)苯基苯并三唑、2,2'-亚甲基二[4-(1,1,3,3-四甲基丁基)-6-苯并三唑-2-基苯酚];2-[3'-叔丁基-5'-(2-甲氧基羰基乙基)-2'-羟基苯基]-2H-苯并三唑与聚乙二醇300的酯交换产物;其中R'=3'-叔丁基-4'-羟基-5'-2H-苯并三唑-2-基苯基,2-[2'-羟基-3'-(α,α-二甲基苄基)-5'-(1,1,3,3-四甲基丁基)苯基]苯并三唑;2-[2'-羟基-3'-(1,1,3,3-四甲基丁基)-5'-(α,α-二甲基苄基)苯基]苯并三唑。
2.2. 2-羟基二苯甲酮类,例如4-羟基,4-甲氧基、4-辛氧基、4-癸氧基、4-十二烷氧基、4-苄氧基、4,2',4'-三羟基和2'-羟基-4,4'-二甲氧基衍生物。
2.3.取代和未被取代苯甲酸的酯,例如水杨酸4-叔丁基苯基酯、水杨酸苯基酯、水杨酸辛基苯基酯、二苯甲酰基间苯二酚、二(4-叔丁基苯甲酰基)间苯二酚、苯甲酰基间苯二酚、3,5-二叔丁基-4-羟基苯甲酸2,4-二叔丁基苯基酯、3,5-二叔丁基-4-羟基苯甲酸十六烷基酯、3,5-二叔丁基-4-羟基苯甲酸十八烷基酯、3,5-二叔丁基-4-羟基苯甲酸2-甲基-4,6-二叔丁基苯基酯。
2.4.丙烯酸酯类,例如α-氰基-β,β-二苯基丙烯酸乙酯、α-氰基-β,β-二苯基丙烯酸异辛酯、α-甲酯基肉桂酸甲酯、α-氰基-β-甲基-对甲氧基肉桂酸甲酯、α-氰基-β-甲基-对甲氧基肉桂酸丁酯、α-甲酯基-对甲氧基肉桂酸甲酯、N-(β-甲酯基-β-氰基乙烯基)-2-甲基二氢吲哚和新戊基四(α-氰基-β,β-二苯基丙烯酸酯)。
2.5.镍化合物,例如2,2'-硫代二[4-(1,1,3,3-四甲基丁基)苯酚]的镍配合物,如1:1或1:2配合物,具有或不具有额外配体如正丁胺、三乙醇胺或N-环己基二乙醇胺,二丁基二硫代氨基甲酸镍,4-羟基-3,5-二叔丁基苄基膦酸的单烷基酯,例如甲基或乙基酯的镍盐,酮肟类如2-羟基-4-甲基苯基十一烷基酮肟的镍配合物,1-苯基-4-月桂酰基-5-羟基吡唑的镍配合物,具有或不具有额外配体。
2.6.位阻胺类,例如癸二酸二(2,2,6,6-四甲基-4-哌啶基)酯,琥珀酸二(2,2,6,6-四甲基-4-哌啶基)酯,癸二酸二(1,2,2,6,6-五甲基-4-哌啶基)酯,正丁基-3,5-二叔丁基-4-羟基苄基丙二酸二(1,2,2,6,6-五甲基-4-哌啶基)酯,1-(2-羟基乙基)-2,2,6,6-四甲基-4-羟基哌啶和琥珀酸的缩合物,N,N'-二(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺和4-叔辛基氨基-2,6-二氯-1,3,5-三嗪的线性或环状缩合物,次氮基三乙酸三(2,2,6,6-四甲基-4-哌啶基)酯,1,2,3,4-丁烷四甲酸四(2,2,6,6-四甲基-4-哌啶基)酯,1,1'-(1,2-亚乙基)-二(3,3,5,5-四甲基哌嗪酮),4-苯甲酰基-2,2,6,6-四甲基哌啶,4-硬脂氧基-2,2,6,6-四甲基哌啶,2-正丁基-2-(2-羟基-3,5-二叔丁基苄基)丙二酸二(1,2,2,6,6-五甲基哌啶基)酯,3-正辛基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4.5]癸烷-2,4-二酮,癸二酸二(1-辛氧基-2,2,6,6-四甲基哌啶-4-基)酯,琥珀酸二(1-辛氧基-2,2,6,6-四甲基哌啶-4-基)酯,碳酸二[2,2,6,6-四甲基-1-十一烷氧基哌啶-4-基]酯,N,N'-二(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺和4-吗啉代-2,6-二氯-1,3,5-三嗪的线性或环状缩合物,2-氯-4,6-二(4-正丁基氨基-2,2,6,6-四甲基哌啶基)-1,3,5-三嗪和1,2-二(3-氨基丙基氨基)乙烷的缩合物,2-氯-4,6-二(4-正丁基氨基-1,2,2,6,6-五甲基哌啶基)-1,3,5-三嗪和1,2-二(3-氨基丙基氨基)乙烷的缩合物,8-乙酰基-3-十二烷基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4.5]癸烷-2,4-二酮,3-十二烷基-1-(2,2,6,6-四甲基-4-哌啶基)吡咯烷-2,5-二酮,3-十二烷基-1-(1,2,2,6,6-五甲基-4-哌啶基)吡咯烷-2,5-二酮,4-十六烷氧基-和4-硬脂氧基-2,2,6,6-四甲基哌啶的混合物,N,N'-二(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺和4-环己基氨基-2,6-二氯-1,3,5-三嗪的缩合物,1,2-二(3-氨基丙基氨基)乙烷和2,4,6-三氯-1,3,5-三嗪以及4-丁基氨基-2,2,6,6-四甲基哌啶的缩合物(CAS登记号[136504-96-6]);1,6-己二胺和2,4,6-三氯-1,3,5-三嗪以及N,N-二丁基胺和4-丁基氨基-2,2,6,6-四甲基哌啶的缩合物(CAS登记号[19226864-7]);N6,N6'-己烷-1,6-亚基[N2,N4-二丁基-N2,N4,N6-三(2,2,6,6-四甲基哌啶-4-基)-1,3,5-三嗪-2,4,6-三胺]、丁醛和过氧化氢的反应产物;N-(2,2,6,6-四甲基-4-哌啶基)-正十二烷基琥珀酰亚胺,N-(1,2,2,6,6-五甲基-4-哌啶基)-正十二烷基琥珀酰亚胺,2-十一烷基-7,7,9,9-四甲基-1-氧杂-3,8-二氮杂-4-氧代螺[4,5]癸烷,7,7,9,9-四甲基-2-环十一烷基-1-氧杂-3,8-二氮杂-4-氧代螺[4,5]癸烷和表氯醇的反应产物,1,1-二(1,2,2,6,6-五甲基-4-哌啶基氧羰基)-2-(4-甲氧基苯基)乙烯,N,N'-二甲酰基-N,N'-二(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺,4-甲氧基亚甲基丙二酸与1,2,2,6,6-五甲基-4-羟基哌啶的二酯,聚[甲基丙基-3-氧基-4-(2,2,6,6-四甲基-4-哌啶基)]硅氧烷,马来酸酐-α-烯烃共聚物与2,2,6,6-四甲基-4-氨基哌啶或1,2,2,6,6-五甲基-4-氨基哌啶的反应产物,为N,N’-二(2,2,6,6-四甲基-1-丙氧基哌啶-4-基)-1,6-己二胺和2,4-二氯-6-{正丁基-(2,2,6,6-四甲基-1-丙氧基哌啶-4-基)氨基}-[1,3,5]三嗪的被2-氯-4,6-二-(二正丁基氨基)-[1,3,5]三嗪封端的形式缩合产物的齐聚化合物的混合物,为N,N'-二(2,2,6,6-四甲基哌啶-4-基)-1,6-己二胺和2,4-二氯-6-{正丁基-(2,2,6,6-四甲基哌啶-4-基)氨基}-[1,3,5]三嗪的被2-氯-4,6-二(二正丁基氨基)-[1,3,5]三嗪封端的形式缩合产物的齐聚化合物的混合物,(N2,N4-二丁基-N2,N4-二(1,2,2,6,6-五甲基-4-哌啶基)-6-(1-吡咯烷基)-[1,3,5]-三嗪-2,4-二胺,2,4-二[N-(1-环己氧基-2,2,6,6-四甲基哌啶-4-基)-N-丁基氨基]-6-(2-羟基乙基)氨基-1,3,5-三嗪,1-(2-羟基-2-甲基丙氧基)-4-十八烷酰氧基-2,2,6,6-四甲基哌啶,5-(2-乙基己酰基)氧甲基-3,3,5-三甲基-2-吗啉酮,Sanduvor(Clariant;CAS登记号[106917-31-1]),5-(2-乙基己酰基)氧甲基-3,3,5-三甲基-2-吗啉酮,2,4-二[(1-环己氧基-2,2,6,6-哌啶-4-基)丁基氨基]-6-氯-s-三嗪与N,N'-二-(3-氨基丙基)乙二胺)的反应产物,1,3,5-三(N-环己基-N-(2,2,6,6-四甲基哌嗪-3-酮-4-基)氨基)-s-三嗪,1,3,5-三(N-环己基-N-(1,2,2,6,6-五甲基哌嗪-3-酮-4-基)氨基)-s-三嗪。
2.7.草酰胺类,例如4,4'-二辛氧基草酰苯胺、2,2'-二乙氧基草酰苯胺、2,2'-二辛氧基-5,5'-二叔丁基草酰苯胺、2,2'-二十二烷氧基-5,5'-二叔丁基草酰苯胺、2-乙氧基-2'-乙基草酰苯胺、N,N'-二(3-二甲氨基丙基)草酰胺、2-乙氧基-5-叔丁基-2'-乙基草酰苯胺及其与2-乙氧基-2'-乙基-5,4'-二叔丁基草酰苯胺的混合物、邻-和对-甲氧基二取代酰替苯胺的混合物以及邻-和对-乙氧基二取代酰替苯胺的混合物。
2.8. 2-(2-羟基苯基)-1,3,5-三嗪类,例如2,4,6-三(2-羟基-4-辛氧基苯基)-1,3,5-三嗪、2-(2-羟基-4-辛氧基苯基)-4,6-二(2,4-二甲基苯基)-1,3,5-三嗪、2-(2,4-二羟基苯基)-4,6-二(2,4-二甲基苯基)-1,3,5-三嗪、2,4-二(2-羟基-4-丙氧基苯基)-6-(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-辛氧基苯基)-4,6-二(4-甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-十二烷氧基苯基)-4,6-二(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-十三烷氧基苯基)-4,6-二(2,4-二甲基苯基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-丁氧基丙氧基)苯基]-4,6-二(2,4-二甲基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-辛氧基丙氧基)苯基]-4,6-二(2,4-二甲基)-1,3,5-三嗪、2-[4-(十二烷氧基/十三烷氧基-2-羟基丙氧基)-2-羟基苯基]-4,6-二(2,4-二甲基苯基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-十二烷氧基丙氧基)苯基]-4,6-二(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-己氧基)苯基-4,6-二苯基-1,3,5-三嗪、2-(2-羟基-4-甲氧基苯基)-4,6-二苯基-1,3,5-三嗪、2,4,6-三[2-羟基-4-(3-丁氧基-2-羟基丙氧基)苯基]-1,3,5-三嗪、2-(2-羟基苯基)-4-(4-甲氧基苯基)-6-苯基-1,3,5-三嗪、2-{2-羟基-4-[3-(2-乙基己基-1-氧基)-2-羟基丙氧基]苯基}-4,6-二(2,4-二甲基苯基)-1,3,5-三嗪。
3.金属钝化剂,例如N,N'-二苯基草酰胺、N-水杨醛-N'-水杨酰基肼、N,N'-二水杨酰基肼、N,N'-二(3,5-二叔丁基-4-羟基苯基丙酰基)肼、3-水杨酰氨基-1,2,4-三唑、二(亚苄基)草酸二酰肼、草酰苯胺、间苯二甲酸二酰肼、癸二酰二苯基酰肼、N,N'-二乙酰基己二酸二酰肼、N,N'-二水杨酰基草酸二酰肼、N,N'-二水杨酰基硫代丙酸二酰肼。
4.不同于式I化合物的亚磷酸酯和亚膦酸酯,例如亚磷酸三苯酯、亚磷酸二苯基烷基酯、亚磷酸苯基二烷基酯、亚磷酸三(壬基苯基)酯、亚磷酸C12-C18烷基二[4-(1-甲基-1-苯基乙基)苯基]酯、亚磷酸C12-C18链烯基二[4-(1-甲基-1-苯基乙基)苯基]酯、亚磷酸二[4-(1-甲基-1-苯基乙基)苯基][(E)-十八碳-9-烯基]酯、亚磷酸癸基二[4-(1-甲基-1-苯基乙基)苯基]酯、亚磷酸二癸基[4-(1-甲基-1-苯基乙基)苯基]酯、亚磷酸[4-(1-甲基-1-苯基乙基)苯基]二[(E)-十八碳-9-烯基]酯、亚磷酸三月桂基酯、亚磷酸三-十八烷基酯、季戊四醇二亚磷酸二硬脂基酯、亚磷酸三(2,4-二叔丁基苯基)酯、季戊四醇二亚磷酸二异癸基酯、季戊四醇二亚磷酸二(2,4-二叔丁基苯基)酯、季戊四醇二亚磷酸二(2,4-二枯基苯基)酯、季戊四醇二亚磷酸二(2,6-二叔丁基-4-甲基苯基)酯、季戊四醇二亚磷酸二异癸氧基酯、季戊四醇二亚磷酸二(2,4-二叔丁基-6-甲基苯基)酯、季戊四醇二亚磷酸二(2,4,6-三(叔丁基苯基)酯、亚磷酸[2-叔丁基-4-[1-[5-叔丁基-4-二(十三烷氧基)膦氧基-2-甲基苯基]丁基]-5-甲基苯基]二-十三烷基酯、三亚磷酸三硬脂基山梨糖醇酯,例如在US7468410 B2中作为实施例1和2的产物提到的至少两种不同的亚磷酸三(单-C1-C8烷基)苯基酯的混合物,例如在US 8008383 B2中作为混合物14、15、16、17、18、19、20、21、22、23、24、25和26提到的包含至少两种不同的亚磷酸三(戊基苯基)酯的亚磷酸酯混合物,包含亚磷酸三[4-(1,1-二甲基丙基)苯基]酯、亚磷酸[2,4-二(1,1-二甲基丙基)苯基]二[4-(1,1-二甲基丙基)苯基]酯、亚磷酸二[2,4-二(1,1-二甲基丙基)苯基][4-(1,1-二甲基丙基)苯基]酯和亚磷酸三[2,4-二(1,1-二甲基丙基)苯基]酯的至少四种不同亚磷酸酯的混合物,例如在US8008383 B2中作为混合物34、35、36、37、38、39和40提到的包含至少两种不同的亚磷酸三(丁基苯基)酯的亚磷酸酯混合物,例如在US 8304477 B2中作为实施例1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16和17的产物提到的可以通过使(i)三氯化膦与(ii)被一个或多个氧原子间隔的二羟基链烷烃和(iii)单羟基-C6芳烃在除去氯化氢下缩合而得到的氧亚烷基桥连的二亚磷酸二(二-C6芳基)酯或齐聚亚磷酸酯,例如在US 8563637 B2中作为实施例1、2、3、4、5、6、7、8、9、10和11的产物提到的可以通过使(i)亚磷酸三苯酯与(ii)任选被一个或多个氧原子间隔的二羟基链烷烃和/或二(羟基烷基)(烷基)胺和(iii)任选被一个或多个氧原子间隔的单羟基链烷烃在除去苯酚下酯交换而得到的聚合亚磷酸酯,4,4'-亚联苯基二亚膦酸四(2,4-二叔丁基苯基)酯,6-异辛氧基-2,4,8,10-四叔丁基-12H-二苯并[d,g]-1,3,2-二氧杂磷辛因,亚磷酸二(2,4-二叔丁基-6-甲基苯基)甲基酯,亚磷酸二(2,4-二叔丁基-6-甲基苯基)乙基酯,6-氟-2,4,8,10-四叔丁基-12-甲基二苯并[d,g]-1,3,2-二氧杂磷辛因,1,3,7,9-四叔丁基-11-辛氧基-5H-苯并[d][1,3,2]苯并二氧杂磷辛因,2,2',2”-次氮基[亚磷酸三乙基三(3,3',5,5'-四叔丁基-1,1'-联苯-2,2'-二基)酯],亚磷酸三苯酯与α-氢-ω-羟基聚[氧基(甲基-1,2-亚乙基)]的聚合物的C10-16烷基酯(CAS登记号[1227937-46-3]),亚磷酸2-乙基己基(3,3',5,5'-四叔丁基-1,1'-联苯-2,2'-二基)酯,5-丁基-5-乙基-2-(2,4,6-三叔丁基苯氧基)-1,3,2-二氧杂磷杂环丙烷,亚磷酸混合2,4-二(1,1-二甲基丙基)苯基和4-(1,1-二甲基丙基)苯基三酯(CAS登记号[939402-02-5])。
尤其优选下列亚磷酸酯:
5.羟胺类和胺N-氧化物,例如N,N-二苄基羟胺、N,N-二乙基羟胺、N,N-二辛基羟胺、N,N-二月桂基羟胺、N,N-二-十四烷基羟胺、N,N-二-十六烷基羟胺、N,N-二-十八烷基羟胺、N-十六烷基-N-十八烷基羟胺、N-十七烷基-N-十八烷基羟胺、衍生于氢化牛脂胺的N,N-二烷基羟胺、N,N-二(氢化菜油烷基)-N-甲基胺N-氧化物或三烷基胺N-氧化物。
6.硝酮类,例如N-苄基-α-苯基硝酮、N-乙基-α-甲基硝酮、N-辛基-α-庚基硝酮、N-月桂基-α-十一烷基硝酮、N-十四烷基-α-十三烷基硝酮、N-十六烷基-α-十五烷基硝酮、N-十八烷基-α-十七烷基硝酮、N-十六烷基-α-十七烷基硝酮、N-十八烷基-α-十五烷基硝酮、N-十七烷基-α-十七烷基硝酮、N-十八烷基-α-十六烷基硝酮、衍生于N,N-二烷基羟胺衍生于氢化牛脂胺的硝酮。
7.硫代增效剂,例如硫代二丙酸二月桂基酯、硫代二丙酸二肉豆蔻基酯、硫代二丙酸二硬脂基酯或季戊四醇四[3-正月桂基丙酸酯]。
8.过氧化物清除剂,例如α-硫代二丙酸的酯,例如月桂基、硬脂基、肉豆蔻基或十三烷基酯,巯基苯并咪唑或2-巯基苯并咪唑的锌盐,二丁基二硫代氨基甲酸锌,二-十八烷基二硫化物,季戊四醇四(β-十二烷基巯基)丙酸酯。
9.酸清除剂,例如蜜胺,聚乙烯基吡咯烷酮,双氰胺,氰脲酸三烯丙基酯,脲衍生物,肼衍生物,高级脂肪酸的碱金属盐和碱土金属盐,例如硬脂酸钙、硬脂酸锌、山萮酸镁、硬脂酸镁、蓖麻油酸钠和棕榈酸钾,邻苯二酚锑和邻苯二酚锌。
10.不同于式I化合物的苯并呋喃酮类以及吲哚啉酮类,例如US-A-4,325,863;USA-4,338,244;US-A-5,175,312;US-A-5,216,052;US-A-5,252,643;DE-A-4316611;DE-A-4316622;DE-A-4316876;EP-A-0589839或EP-A-0591102中所公开的那些或5,7-二叔丁基-3-(4-羟基苯基)-3H-苯并呋喃-2-酮,5,7-二叔丁基-3-[4-(2-羟基乙氧基)苯基]-3H-苯并呋喃-2-酮,5,7-二叔丁基-3-[4-[2-[2-[2-[2-(2-羟基乙氧基)乙氧基]乙氧基]乙氧基]乙氧基]苯基]-3H-苯并呋喃-2-酮,3-[4-(2-乙酰氧基乙氧基)苯基]-5,7-二叔丁基苯并呋喃-2-酮,5,7-二叔丁基-3-[4-(2-硬脂酰氧基乙氧基)苯基]苯并呋喃-2-酮,3,3'-二[5,7-二叔丁基-3-(4-[2-羟基乙氧基]苯基)苯并呋喃-2-酮],5,7-二叔丁基-3-(4-乙氧基苯基)苯并呋喃-2-酮,3-(4-乙酰氧基-3,5-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮,3-(3,5-二甲基-4-新戊酰氧基苯基)-5,7-二叔丁基苯并呋喃-2-酮,3-(3,4-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮,3-(2,3-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮,3-(2-乙酰氧基-4-(1,1,3,3-四甲基丁基)苯基)-5-(1,1,3,3-四甲基丁基)苯并呋喃-2-酮,6-羟基己酸[6-[6-[6-[2-[4-(5,7-二叔丁基-2-氧代-3H-苯并呋喃-3-基)苯氧基]乙氧基]-6-氧代己氧基]-6-氧代己氧基]-6-氧代己基]酯,苯甲酸[4-叔丁基-2-(5-叔丁基-2-氧代-3H-苯并呋喃-3-基)苯基]酯,3,5-二叔丁基-4-羟基苯甲酸[5-叔丁基-2-(5-叔丁基-2-氧代-3H-苯并呋喃-3-基)苯基]酯和3-(3,5-二叔丁基-4-羟基苯基)丙酸[4-叔丁基-2-(5-叔丁基-2-氧代-3H-苯并呋喃-3-基)苯基]酯。
11.阻燃剂
11.1.含磷阻燃剂,包括反应性含磷阻燃剂,例如四苯基间苯二酚二亚磷酸酯(Fyrolflex RDP,RTM,Akzo Nobel),四(羟甲基)硫化物,磷酸三苯酯,膦酸二乙基-N,N-二(2-羟基乙基)氨基甲基酯,亚磷酸的羟烷基酯,磷酸烷基酯齐聚物,聚磷酸铵(APP),间苯二酚二磷酸酯齐聚物(RDP),磷腈阻燃剂或乙二胺二磷酸酯(EDAP)。
11.2.含氮阻燃剂,例如蜜胺基阻燃剂,异氰脲酸酯,聚异氰脲酸酯,异氰脲酸的酯如异氰脲酸三(2-羟基乙基)酯、异氰脲酸三(羟基甲基)酯、异氰脲酸三(3-羟基正丙基)酯、异氰脲酸三缩水甘油酯,蜜胺氰脲酸盐,蜜胺硼酸盐,蜜胺磷酸盐,蜜胺焦磷酸盐,蜜胺聚磷酸盐,蜜胺聚磷酸铵,蜜胺焦磷酸铵,二蜜胺磷酸盐,二蜜胺焦磷酸盐,苯并胍胺,尿囊素,甘脲,尿素氰脲酸盐,来自蜜勒胺、蜜白胺、氰尿酰胺和/或更高级缩合化合物系列的蜜胺的缩合产物或者蜜胺与磷酸的反应产物或其混合物。
11.3.有机卤素阻燃剂,例如多溴代二苯醚(DE-60F,Great Lakes),十溴二苯醚(DBDPO;Saytex 102E(RTM,Albemarle)),磷酸三[3-溴-2,2-二(溴甲基)丙基]酯(PB 370,(RTM,FMC Corp.)),磷酸三(2,3-二溴丙基)酯,磷酸氯代烷基酯如磷酸三(氯丙基)酯、磷酸三(2,3-二氯丙基)酯、磷酸三(1,3-二氯-2-丙基)酯(Fyrol FR 2(RTM ICL)),齐聚磷酸氯代烷基酯,氯菌酸,四氯邻苯二甲酸,四溴邻苯二甲酸,三膦酸多-β-氯代乙基酯混合物,四溴双酚A-二(2,3-二溴丙基醚)(PE68),溴代环氧树脂,溴代芳基酯,亚乙基二(四溴邻苯二甲酰亚胺)(Saytex BT-93(RTM,Albemarle)),二(六氯环戊二烯并)环辛烷(DecloranePlus(RTM,Oxychem)),氯代石蜡,八溴二苯基醚,六氯环戊二烯衍生物,1,2-二(三溴苯氧基)乙烷(FF680),四溴双酚A(Saytex RB100(RTM,Albemarle)),亚乙基二(二溴降冰片烷二甲酰亚胺)(SaytexBN-451(RTM,Albemarle)),二(六氯环戊烯并)环辛烷,PTFE,异氰脲酸三(2,3-二溴丙基)酯或亚乙基二-四溴邻苯二甲酰亚胺。
通常将一些上述卤代阻燃剂与无机氧化物增效剂组合。一些上述卤代阻燃剂可以与磷酸三芳基酯(如丙基化、丁基化磷酸三苯酯)等和/或齐聚磷酸芳基酯(如间苯二酚二(磷酸二苯酯)、双酚A二(磷酸二苯酯)、新戊二醇二(磷酸二苯酯))等组合使用。
11.4.无机阻燃剂,例如氢氧化铝(ATH)、勃姆石(AlOOH)、氢氧化镁(MDH)、硼酸锌、CaCO3、有机改性的层状硅酸盐、有机改性的层状双氢氧化物及其混合物。就与卤代阻燃剂的协同增效组合而言,最常见的无机氧化物增效剂是氧化锌、氧化锑如Sb2O3或Sb2O5或硼化合物。
该第一种其他添加剂优选是芳族胺、不同于式I化合物的亚磷酸酯或酚类添加剂。更优选该第一种其他添加剂是具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯,或酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯。
具有一个氮原子的苯基芳基胺—其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化—例如是N-苯基-1-萘基胺,N-(4-叔辛基苯基)-1-萘基胺,辛基化二苯基胺,例如p,p'-二叔辛基二苯基胺,二[4-(1',3'-二甲基丁基)苯基]胺,叔辛基化N-苯基-1-萘基胺,单-和二烷基化叔丁基/叔辛基二苯基胺的混合物、单-和二烷基化壬基二苯基胺的混合物、单-和二烷基化十二烷基二苯基胺的混合物、单-和二烷基化异丙基/异己基二苯基胺的混合物或单-和二烷基化叔丁基二苯基胺的混合物。优选N-[(1,1,3,3-四甲基丁基)苯基]-1-萘胺(即试验部分中的化合物(115))或通过使二苯基胺与二异丁烯反应得到的工业混合物,其包含:
(A)5057二苯基胺;
(B)5057 4-叔丁基二苯基胺;
(C)5057下组化合物:
i)4-叔辛基二苯基胺,
ii)4,4’-二叔丁基二苯基胺,
iii)2,4,4’-三叔丁基二苯基胺,
(D)5057下组化合物:
i)4-叔丁基-4’-叔辛基二苯基胺,
ii)o,o’、m,m’或p,p’-二叔辛基二苯基胺,
iii)2,4-二叔丁基-4’-叔辛基二苯基胺,
(E)5057下组化合物:
i)4,4’-二叔辛基二苯基胺,
ii)2,4-二叔辛基-4’-叔丁基二苯基胺,以及
其中存在不超过5重量%的组分(A)5057,8-15重量%的组分(B)5057,24-32重量%的组分(C)5057,23-34重量%的组分(D)5057和21-34重量%的组分(E)5057。
为至少一种具有至少一个伯羟基(即HO-CH2-…)的脂族醇的酯的亚磷酸酯例如是亚磷酸二苯基乙基酯、亚磷酸苯基二乙基酯、亚磷酸癸基二[4-(1-甲基-1-苯基乙基)苯基]酯、亚磷酸二癸基[4-(1-甲基-1-苯基乙基)苯基]酯、亚磷酸三月桂基酯、亚磷酸三-十八烷基酯、季戊四醇二亚磷酸二硬脂基酯、季戊四醇二亚磷酸二异癸基酯、季戊四醇二亚磷酸二(2,4-二叔丁基苯基)酯、季戊四醇二亚磷酸二(2,4-二枯基苯基)酯、季戊四醇二亚磷酸二(2,6-二叔丁基-4-甲基苯基)酯、季戊四醇二亚磷酸二(2,4-二叔丁基-6-甲基苯基)酯、季戊四醇二亚磷酸二(2,4,6-三叔丁基苯基)酯、亚磷酸[2-叔丁基-4-[1-[5-叔丁基-4-二(十三烷氧基)膦氧基-2-甲基苯基]丁基]-5-甲基苯基]二-十三烷基酯、三亚磷酸三硬脂基山梨糖醇酯、氧亚烷基桥连的二亚磷酸二(二-C6芳基)酯或例如在US 8304477 B2中作为实施例1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16和17的产物提到的可以通过使(i)三氯化膦与(ii)被一个或多个氧原子间隔的二羟基链烷烃和(iii)单羟基-C6芳烃在除去氯化氢下缩合而得到的齐聚亚磷酸酯,例如在US 8563637 B2中作为实施例1、2、3、4、5、6、7、8、9、10和11的产物提到的可以通过使(i)亚磷酸三苯酯与(ii)任选被一个或多个氧原子间隔的二羟基链烷烃和/或二(羟基烷基)(烷基)胺和(iii)任选被一个或多个氧原子间隔的单羟基链烷烃在除去苯酚下酯交换而得到的聚合亚磷酸酯,6-异辛氧基-2,4,8,10-四叔丁基-12H-二苯并[d,g]-1,3,2-二氧杂磷辛因,亚磷酸二(2,4-二叔丁基-6-甲基苯基)甲基酯,亚磷酸二(2,4-二叔丁基-6-甲基苯基)乙基酯,6-氟-2,4,8,10-四叔丁基-12-甲基-二苯并[d,g]-1,3,2-二氧杂磷辛因,1,3,7,9-四叔丁基-11-辛氧基-5H-苯并[d][1,3,2]苯并二氧杂磷辛因,2,2',2”-次氮基[亚磷酸三乙基三(3,3',5,5'-四叔丁基-1,1'-联苯-2,2'-二基)酯],亚磷酸2-乙基己基(3,3',5,5'-四叔丁基-1,1'-联苯-2,2'-二基)酯或5-丁基-5-乙基-2-(2,4,6-三叔丁基苯氧基)-1,3,2-二氧杂磷杂环丙烷。优选季戊四醇二亚磷酸二(2,4-二叔丁基苯基)酯(即试验部分中的化合物(116))、亚磷酸二(2,4-二叔丁基-6-甲基苯基)乙基酯、季戊四醇二亚磷酸二(2,6-二叔丁基-4-甲基苯基)酯、6-(2-乙基己基-1-氧基)-2,4,8,10-四甲基苯并[d][1,3,2]苯并二氧杂磷杂环庚烷或季戊四醇二亚磷酸二硬脂基酯。非常优选季戊四醇二亚磷酸二(2,4-二叔丁基苯基)酯或亚磷酸二(2,4-二叔丁基-6-甲基苯基)乙基酯。
为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯的酚类抗氧化剂例如是3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸2-[2-[2-[3-(3-叔丁基-4-羟基-5-甲基苯基)丙酰氧基]乙氧基]乙氧基]乙基酯(即试验部分所示的化合物(109))、3-(3,5-二叔丁基-4-羟基苯基)丙酸异辛酯(即试验部分所示的化合物112)、3-(3,5-二叔丁基-4-羟基苯基)丙酸硬脂基酯(即试验部分所示的化合物(113))、四[3-(3,5-二叔丁基-4-羟基苯基)丙酰氧基甲基]甲烷(即试验部分所示的化合物(111))或3-(3,5-二叔丁基-4-羟基苯基)丙酸2-[2-[2-[2-[3-(3,5-二叔丁基-4-羟基苯基)丙酰氧基]乙氧基]乙氧基]乙氧基]乙基酯(即试验部分所示的化合物(108))。优选为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯的该酚类抗氧化剂是与具有至少一个伯羟基(即HO-CH2-…)的脂族醇的酯。更优选该酚类抗氧化剂是3-(3,5-二叔丁基-4-羟基苯基)丙酸和具有至少一个伯羟基的脂族醇的酯。最优选该酚类抗氧化剂是3-(3,5-二叔丁基-4-羟基苯基)丙酸和具有至少一个伯羟基且不含仲或叔羟基的脂族醇的酯。非常优选该酚类抗氧化剂是3-(3,5-二叔丁基-4-羟基苯基)丙酸和具有至少一个伯羟基且不含仲或叔羟基的脂族醇的酯并且在101.32kPa下的熔点低于60℃。非常优选3-(3,5-二叔丁基-4-羟基苯基)丙酸异辛酯、3-(3,5-二叔丁基-4-羟基苯基)丙酸硬脂基酯或3-(3,5-二叔丁基-4-羟基苯基)丙酸2-[2-[2-[2-[3-(3,5-二叔丁基-4-羟基苯基)丙酰氧基]乙氧基]乙氧基]乙氧基]乙基酯。
优选一种额外包含作为组分(c)的第一种其他添加剂的组合物。
优选一种包含为芳族胺、不同于式I化合物的亚磷酸酯或酚类抗氧化剂的第一种其他添加剂作为组分(c)的组合物。
优选一种包含第一种其他添加剂作为组分(c)的组合物,该第一种其他添加剂为具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯,或酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯。
优选一种包含第一种其他添加剂作为组分(c)的组合物,该第一种其他添加剂为具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化。
优选一种包含第一种其他添加剂作为组分(c)的组合物,该第一种其他添加剂为亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯。
优选一种包含第一种其他添加剂作为组分(c)的组合物,该第一种其他添加剂为酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯。
优选一种包含第一种其他添加剂作为组分(c)的组合物,该第一种其他添加剂为酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯。
组分(b),即式I化合物与组分(c),即该第一种其他添加剂之间的重量比优选为0.08-2。更优选该重量比为0.1-1.5,非常优选0.2-1.2,最优选0.3-0.9。
优选一种其中组分(b)与组分(c)之间的重量比为0.08-2的组合物。
该包含组分(a)和组分(b)的组合物含有例如该第一种其他添加剂作为组分(c)和第二种其他作为组分(d),其中该第二种其他添加剂不同于式I化合物和该第一种其他添加剂。该第二种其他添加剂例如选自前面对该第一种其他添加剂所述的相同列举。优选该第一种其他添加剂为酚类抗氧化剂且该第二种其他添加剂为芳族胺或不同于式I的亚磷酸酯。更优选该第一种其他添加剂为酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯,并且该第二种其他添加剂是苯基芳基胺,其中该胺仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,或亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯。非常优选该第一种其他添加剂是酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯,并且该第二种其他添加剂是苯基芳基胺,其中该胺仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,或亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯。最优选该第一种其他添加剂是酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯,并且该第二种其他添加剂是苯基芳基胺,其中该胺仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化。
优选一种额外包含如下组分的组合物:
(c)第一种其他添加剂,
(d)不同于该第一种其他添加剂的第二种其他添加剂。
优选一种包含如下组分的组合物:
(c)第一种其他添加剂,并且该第一种其他添加剂是酚类抗氧化剂,以及
(d)第二种其他添加剂,并且该第二种其他添加剂是芳族胺或不同于式I的亚磷酸酯。
优选一种包含如下组分的组合物:
(c)第一种其他添加剂,并且该第一种其他添加剂是酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯,以及
(d)第二种其他添加剂,并且该第二种其他添加剂是苯基芳基胺,其中该胺仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,或亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯。
组分(b),即式I化合物与组分(d),即该第二种其他添加剂之间的重量比优选为0.5-2。更优选该重量比为0.7-1.5,最优选0.8-1.2,非常优选0.9-1.1。
优选组分(b),即式I化合物与组分(c),即该第一种其他添加剂之间的重量比为0.08-2,并且组分(b)和组分(d)的重量比为0.5-2。
优选一种其中组分(b)和组分(d)的重量比为0.5-2的组合物。
优选一种包含如下组分的组合物:
(a)聚氨酯泡沫或聚醚多元醇,
(b)式I化合物,
(c)任选第一种其他添加剂,
(d)任选第二种其他添加剂,其不同于该第一种其他添加剂,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,其中该反应混合物在反应之前包含多异氰酸酯反应物、多元醇反应物以及任选水、羧酸或发泡剂、任选表面活性剂、任选催化剂、任选交联剂和任选扩链剂。
优选一种包含如下组分的组合物:
(a)聚氨酯泡沫或聚醚多元醇,
(b)式I化合物,其中R1为C1烷基,
(c)任选第一种其他添加剂,
(d)任选第二种其他添加剂,其不同于该第一种其他添加剂,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,其中该反应混合物在反应之前包含多异氰酸酯反应物、多元醇反应物以及任选水、羧酸或发泡剂、任选表面活性剂、任选催化剂、任选交联剂和任选扩链剂。
优选一种包含如下组分的组合物:
(a)聚氨酯泡沫,
(b)式I化合物,其中R1为C1烷基,
(c)任选第一种其他添加剂,
(d)任选第二种其他添加剂,其不同于该第一种其他添加剂,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,其中该反应混合物在反应之前包含多异氰酸酯反应物、多元醇反应物以及水、羧酸或发泡剂、任选表面活性剂、任选催化剂、任选交联剂和任选扩链剂。
优选一种包含如下组分的组合物:
(a)聚氨酯泡沫,
(b)式I化合物,其中R1为C1烷基,
(c)任选第一种其他添加剂,
(d)任选第二种其他添加剂,其不同于该第一种其他添加剂,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,其中该反应混合物包含多异氰酸酯反应物、多元醇反应物、水、任选表面活性剂、任选催化剂、任选交联剂和任选扩链剂。
优选一种包含如下组分的组合物:
(a)聚氨酯泡沫,
(b)式I化合物,其中R1为C1烷基,
(c)任选第一种其他添加剂,
(d)任选第二种其他添加剂,其不同于该第一种其他添加剂,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,其中该反应混合物在反应之前包含多异氰酸酯反应物、多元醇反应物、水、表面活性剂、任选催化剂、任选交联剂和任选扩链剂。
优选一种包含如下组分的组合物:
(a)聚氨酯泡沫,
(b)式I化合物,其中R1为C1烷基,
(c)任选第一种其他添加剂,
(d)任选第二种其他添加剂,其不同于该第一种其他添加剂,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,其中该反应混合物在反应之前包含多异氰酸酯反应物、多元醇反应物、水、表面活性剂、催化剂、任选交联剂和任选扩链剂。
优选一种包含如下组分的组合物:
(a)聚氨酯泡沫,
(b)式I化合物,其中R1为C1烷基,
(c)任选第一种其他添加剂,
(d)任选第二种其他添加剂,其不同于该第一种其他添加剂,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到,其中该反应混合物在反应之前包含多异氰酸酯反应物、多元醇反应物、水、表面活性剂、催化剂。
在聚氨酯泡沫作为组分(a)的情况下,可能的是该组合物为成型制品的一部分或者整个成型制品。优选该组合物为整个成型制品,更优选该组合物在聚氨酯泡沫的情况下为块状泡沫,最优选软质块状泡沫。
优选如下一种组合物,其中该组合物呈成型制品形式且组分a)为聚氨酯泡沫。
优选如下一种组合物,其中该组合物为成型制品的一部分或者整个成型制品且组分a)为聚氨酯泡沫。
优选一种呈泡沫形式的组合物,包含a)聚氨酯泡沫和b)式I化合物。
优选一种为泡沫并且包含a)聚氨酯泡沫和b)式I化合物的组合物。
优选一种为块状泡沫并且包含a)聚氨酯泡沫和b)式I化合物的组合物。
成型制品的实例是:
1)海洋应用的漂浮装置。
2)汽车应用,尤其是保险杠,仪表盘,前后衬里,机罩下方的成型零件,帽架,后备箱衬里,内衬套,安全气囊罩,仪表板,外衬套,车内装饰,内饰和外饰,门嵌板,座椅靠背,外壁板,镀层,立柱盖,底盘零部件,折叠式车顶,前端模块,冲压零部件,侧撞保护,减声器/隔音器和天窗。
3)飞机设备,铁路设备。
4)建筑与设计设备,消声系统,避难所。
5)用于其他材料如钢或纺织品的外套,例如电缆外套。
6)电气设备,尤其是洗衣机、滚筒、烤炉(微波炉)、洗碗机、混合器。
7)旋转叶片、通风设备和风车轮叶、游泳池罩、池衬垫、塘衬垫、壁橱、衣橱、隔离墙、板条墙、折叠墙、屋顶、百叶窗(例如卷帘窗)、密封垫。
8)包装和包裹,隔离瓶。
9)一般家具,发泡制品(坐垫,床垫,缓冲器),泡沫,海绵,擦碗布,垫子。
10)鞋,鞋底,鞋垫,鞋罩,粘合剂,结构胶,沙发。
对于一种组合物描述包含聚氨酯泡沫或聚醚多元醇作为组分(a)、式I化合物作为组分(b)以及任选第一种其他添加剂作为组分(c)或者任选第一种其他添加剂作为组分(c)和第二种其他添加剂作为组分(d)的组合物的上述优选情形。这些优选情形也适用于本发明的其他实施方案。
本发明的另一实施方案涉及一种制备一种组合物的方法,包括下列步骤:
(i)将式I化合物作为组分(b)的式I化合物掺入作为组分(a)的聚氨酯泡沫或聚醚多元醇中,得到该组合物。
聚氨酯泡沫例如通过将多异氰酸酯反应物和多元醇反应物混合以得到允许反应的反应混合物而得到。可以使用一种两步技术,其中在第一步中使所有或主要部分的多元醇反应物与多异氰酸酯反应物反应,形成异氰酸酯封端的预聚物,后者随后在第二步中与剩余组分反应,形成泡沫。然而,优选使用一种一步技术,其中使所有组分在单一步骤中接触并反应。
优选该制备组合物的方法包括下列步骤:
(i)将作为组分(b)的式I化合物掺入聚氨酯泡沫中,这包括下列步骤:
(i-F-1)将式I化合物加入包含多元醇反应物并且不含多异氰酸酯反应物的起始混合物中,得到一种预反应混合物,
(i-F-2)将多异氰酸酯反应物加入该预反应混合物,得到该反应混合物,以及
(i-F-3)使该反应混合物反应,得到包含该聚氨酯泡沫的组合物,或者将式I化合物掺入聚醚多元醇中,这包括下列步骤:
(i-P-1)将式(I)化合物加入该聚醚多元醇中,得到包含该聚醚多元醇的该组合物。
若加入的话,优选在加入该多异氰酸酯反应物之前加入第一种其他添加剂,更优选加入该起始混合物或该预反应混合物中。
若加入的话,优选在加入该多异氰酸酯反应物之前加入第二种其他添加剂,更优选加入该起始混合物或该预反应混合物中。
若加入的话,优选在加入该多异氰酸酯反应物之前加入水或羧酸,更优选加入该起始混合物或该预反应混合物中。若加入的话,优选在加入该多异氰酸酯反应物之前加入发泡剂或与该多异氰酸酯反应物一起加入部分或全部发泡剂。
若加入的话,优选在加入该多异氰酸酯反应物之前加入表面活性剂,更优选加入该起始混合物或该预反应混合物中。
若加入的话,优选在加入该多异氰酸酯反应物之前加入催化剂,更优选加入该起始混合物或该预反应混合物中。
若加入的话,优选在加入该多异氰酸酯反应物之前加入交联剂,更优选加入该起始混合物或该预反应混合物中。
若加入的话,优选在加入该多异氰酸酯反应物之前加入扩链剂,更优选加入该起始混合物或该预反应混合物中。
优选一种制备组合物的方法,包括下列步骤:
(i)将作为组分(b)的式(I)化合物掺入作为组分(a)的聚氨酯泡沫或聚醚多元醇中,得到该组合物。
本发明的另一实施方案涉及式I化合物,即组分(b)在保护聚氨酯泡沫或聚醚多元醇,即组分(a)以防降解中的用途。优选保护以防氧化、热或光诱发的降解。在聚氨酯泡沫作为组分(a)的情况下,优选保护以防泛黄。在聚氨酯泡沫作为组分(a)的情况下,优选保护以防焦烧。在聚醚多元醇作为组分(b)的情况下,优选保护以防氧化降解,更优选在100-300℃的温度下由氧气引起的降解。
优选式I化合物,即组分(b)在保护聚氨酯泡沫或聚醚多元醇,即组分
(a)以防降解中的用途。
优选式I化合物,即组分(b)在保护聚氨酯泡沫以防焦烧中的用途。
本发明的另一实施方案涉及一种包含下列组分的添加剂混合物:
(b)如权利要求1所定义的式I化合物,和
(c)第一种其他添加剂,其为具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,或亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯。
优选如下一种添加剂混合物,包含第一种其他添加剂,其为具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化。
优选一种额外包含第二种其他添加剂作为组分(d)的添加剂混合物。
优选如下一种添加剂混合物,包含第一种其他添加剂并且该第一种其他添加剂是苯基芳基胺,其中该胺仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,以及为酚类抗氧化剂的第二种其他添加剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯。
优选如下一种添加剂混合物,包含第一种其他添加剂并且该第一种其他添加剂是苯基芳基胺,其中该胺仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,以及为酚类抗氧化剂的第二种其他添加剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯。
本发明由下列非限制性实施例说明。
试验部分
除非上下文另有建议,百分数总是按重量计。若无其他说明,则报道的含量基于水溶液或水分散体中的含量。
稳定剂
稳定剂1是如下所示并且可以根据WO 2015/121445A1的实施例S-3得到的化合物(101)。
稳定剂2是如下所示并且可以根据WO 2015/121445 A1的实施例S-5得到的化合物(102)。
稳定剂3是如下所示并且可以根据WO 2015/121445 A1的实施例S-7得到的化合物(103)。
稳定剂4是如下所示并且可以根据WO 2015/121445 A1的实施例S-8得到的化合物(104)。
稳定剂5是如下所示并且可以根据WO 2017/025431 A1的实施例P-2得到的化合物(105)。
稳定剂6是如下所示并且可以根据EP 0871066 A1以其化合物号I-30得到的化合物(106)。
稳定剂7是5,7-二叔丁基-3-[4-(2-羟基乙氧基)苯基]-3H-苯并呋喃-2-酮和ε-己内酯反应的产物,含有如下所示并且可以根据WO 2006/065829 A1的实施例3得到的化合物(107)。
稳定剂8是3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯与聚乙二醇200的酯交换产物,含有如下所示并且可以根据WO 2010/003813 A1的实施例1a得到的化合物(108)。
稳定剂9是Irganox 245(TM BASF),其含有如下所示的化合物(109)并且可以市购。
稳定剂10是Irganox E 201(TM BASF),其为可市购的维生素E并且含有如下所示的化合物(110)[=2,5,7,8-四甲基-2-[4,8,12-三甲基十三烷基]色原烷-6-醇]。
稳定剂11是Irganox 1010(TM BASF),其含有如下所示的化合物(111)并且可市购。
稳定剂12是Irganox 1135(TM BASF),其含有如下所示的化合物(112)[=3-(3,5-二叔丁基-4-羟基苯基)丙酸异辛酯]并且可市购。
稳定剂13是Irganox 1076(TM BASF),其含有如下所示的化合物(113)并且可市购。
稳定剂14为Irganox 5057(TM BASF),其为通过二苯基胺与二异丁烯反应得到的工业混合物,包含:
(A)5057二苯基胺;
(B)5057 4-叔丁基二苯基胺;
(C)5057下组化合物:
i)4-叔辛基二苯基胺,
ii)4,4’-二叔丁基二苯基胺,
iii)2,4,4’-三叔丁基二苯基胺,
(D)5057下组化合物:
i)4-叔丁基-4’-叔辛基二苯基胺,
ii)o,o’、m,m’或p,p’-二叔辛基二苯基胺,
iii)2,4-二叔丁基-4’-叔辛基二苯基胺,
(E)5057下组化合物:
i)4,4’-二叔辛基二苯基胺,
ii)2,4-二叔辛基-4’-叔丁基二苯基胺,以及其中存在不超过5重量%的组分(A)5057,8-15重量%的组分(B)5057,24-32重量%的组分(C)5057,23-34重量%的组分(D)5057和21-34重量%的组分(E)5057。它可市购。
稳定剂15是Irganox L06(TM BASF),其含有如下所示化合物(115)[=N-[(1,1,3,3-四甲基丁基)苯基]-1-萘胺]并且可市购。
稳定剂16是Irgafos 126(TM BASF),其含有化合物(116)并且可市购。
其他所用材料例如由Aldrich Inc.或BASF SE市购。
稳定剂17是Irgafos 168(TM BASF),其含有化合物(117)并且可市购。
应用
实施例A-1:基于聚醚多元醇的聚氨酯软泡沫的稳定化
使用基于100份多元醇为4.8份的水制备异氰酸酯指数为107的基于聚醚多元醇的聚氨酯软泡沫(异氰酸酯指数在这里是指异氰酸酯当量与多元醇和水中的活性氢当量之比的100倍,指数100表示化学计量比1:1,指数107表示异氰酸酯当量过量7%):
将0.05g表T-A-1中所述本发明稳定剂产品(基于100份多元醇为0.03份)溶于157.1g主要含有仲羟基的三官能聚醚多元醇中,后者的数均分子量(Mn)为3500D,OH值为48且已经含有稳定剂(0.386份稳定剂12和0.104份稳定剂14)。加入9.84g由1.92g TegostabBF 2370(TM Evonik Industries;基于聚硅氧烷的表面活性剂)、0.24g Tegoamin 33(TMEvonik Industries;基于三亚乙基二胺的通用胶凝催化剂)和7.68g去离子水构成的溶液并将反应混合物在2600rpm下剧烈搅拌10秒。然后加入0.31g用2.9g该多元醇溶解的Kosmos29(TM Evonik Industries;基于辛酸亚锡的催化剂)并再次将反应混合物在2600rpm下剧烈搅拌18秒。然后加入92.19g异氰酸酯TDI80(含有80%甲苯-2,4-二异氰酸酯和20%甲苯-2,6-二异氰酸酯异构体的混合物),在2600rpm下连续搅拌5-7秒。然后将该混合物倾入20×20×20cm蛋糕盒中并如温度升高所示发生放热发泡反应。将泡沫包冷却并在室温下储存24小时。所有制备的泡沫包显示出类似的初始白色。泡沫密度在20℃和101.3kPa下为20kg/m3。
防焦烧测试:
耐焦烧性通过静态热老化,即静态铝块测试测定。将泡沫包切成薄管(厚2cm,直径1.5cm)。由各泡沫包取薄管作为泡沫样品。将泡沫样品在铝块中加热。将温度在190℃下保持30分钟。通过测量泡沫样品在老化之后的颜色评价耐焦烧性。测量的颜色以在泡沫样品上按照ASTM 1926-70黄度测试测定的黄度指数(YI)记录。低YI值表示很少变色,该YI值表示样品严重变色。泡沫样品保持得越白,则泡沫样品更好被稳定化。
表T-A-1:聚氨酯软泡沫的静态铝块老化结果
脚注:
a)对比
b)本发明
c)稳定剂6是被乙酰氧基取代苯基取代的苯并呋喃酮,其在EP 1291384 A1的实施例1中用于稳定基于聚醚多元醇的聚氨酯软泡沫
表T-A-1的数据表明稳定剂3(特定单苯并呋喃酮亚磷酸酯)和稳定剂4(特定单苯并呋喃酮亚磷酸酯)与没有额外稳定剂、稳定剂1(特定三苯并呋喃酮亚磷酸酯)、稳定剂2(特定单苯并呋喃酮亚磷酸酯)和稳定剂6(被乙酰氧基取代苯基取代的苯并呋喃酮)相比在加入稳定剂12(单酚抗氧化剂)和稳定剂14(烷基化二苯基胺)中时显示出改善的抗焦烧活性。泡沫样品A-1-5显示出最低的变色,这表明稳定剂4给出最高的抗焦烧性能。
实施例A-2:基于聚醚多元醇的聚氨酯软泡沫的稳定化
使用基于100份多元醇为7份的水制备异氰酸酯指数为110的基于聚醚多元醇的聚氨酯软泡沫(指数的含义如实施例A-1中所述):
将0.12g或1.20g本发明的稳定剂组合物(基于100份多元醇为0.1-1份)溶于108.35g主要含有仲羟基的三官能聚醚多元醇,后者的数均分子量(Mn)为3500D,OH值为48且不含稳定剂。加入10.07g由2.20g Tegostab BF 2370(TM Evonik Industries;基于聚硅氧烷的表面活性剂)、0.17g Tegoamin 33(TM Evonik Industries;基于三亚乙基二胺的通用胶凝催化剂)和7.7g去离子水构成的溶液并将反应混合物在2600rpm下剧烈搅拌10秒。然后加入0.33g用1.65g该多元醇溶解的Kosmos 29(TM Evonik Industries;基于辛酸亚锡的催化剂)并再次将反应混合物在2600rpm下剧烈搅拌18秒。然后加入90.86g异氰酸酯TDI 80(含有80%甲苯-2,4-二异氰酸酯和20%甲苯-2,6-二异氰酸酯异构体的混合物),在2600rpm下连续搅拌5-7秒。然后将该混合物倾入20×20×20cm蛋糕盒中并如温度升高所示发生放热发泡反应。将泡沫包冷却并在室温下储存24小时。所有制备的泡沫包显示出类似的初始白色。泡沫密度在20℃和101.3kPa下为16kg/m3。
表T-A-2:聚氨酯软泡沫的静态铝块老化结果
脚注:
a)对比
b)本发明
c)稳定剂6是被乙酰氧基取代苯基取代的苯并呋喃酮,其在EP 1291384 A1的实施例1中用于稳定基于聚醚多元醇的聚氨酯软泡沫
d)稳定剂7是被烷氧基取代苯基取代的苯并呋喃酮,其在WO 2006/065829 A1的实施例中用于稳定基于聚醚多元醇的聚氨酯软泡沫
表T-A-2的数据表明稳定剂4(特定单苯并呋喃酮亚磷酸酯)在不存在额外稳定剂的情况下已经显示出抗焦烧活性。当加载量从基于100份多元醇为0.1份增加到基于100份多元醇为1份时,稳定剂4在该对比中仍给出最高抗焦烧性能。
实施例A-3:基于聚醚多元醇的聚氨酯软泡沫的稳定化
使用基于100份多元醇为4.8份的水制备异氰酸酯指数为107的基于聚醚多元醇的聚氨酯软泡沫(指数的含义如实施例A-1中所述):
将0.16g表T-A-3中所述的稳定剂4(基于100份多元醇为0.1份)溶于157.1g主要含有仲羟基的三官能聚醚多元醇中,后者的数均分子量(Mn)为3500D,OH值为48且不含稳定剂。对于泡沫编号A-3-1,没有加入稳定剂4。对于泡沫编号A-3-3至A-3-9,加入0.08g稳定剂4(基于100份多元醇为0.05份)。加入9.84g由1.92g Tegostab BF 2370(TM EvonikIndustries;基于聚硅氧烷的表面活性剂)、0.24g Tegoamin 33(TM Evonik Industries;基于三亚乙基二胺的通用胶凝催化剂)和7.68g去离子水构成的溶液并将反应混合物在2600rpm下剧烈搅拌10秒。然后加入0.31g用2.9g该多元醇溶解的Kosmos 29(TM EvonikIndustries;基于辛酸亚锡的催化剂)并再次将反应混合物在2600rpm下剧烈搅拌18秒。然后加入92.19g异氰酸酯TDI80(含有80%甲苯-2,4-二异氰酸酯和20%甲苯-2,6-二异氰酸酯异构体的混合物),在2600rpm下连续搅拌5-7秒。然后将该混合物倾入20×20×20cm蛋糕盒中并如温度升高所示发生放热发泡反应。将泡沫包冷却并在室温下储存24小时。所有制备的泡沫包显示出类似的初始白色。泡沫密度在20℃和101.3kPa下为20kg/m3。
表T-A-3:聚氨酯软泡沫的静态铝块老化结果
脚注:
a)对比
b)本发明
表T-A-3的数据表明稳定剂4(特定单苯并呋喃酮亚磷酸酯)与稳定剂14(烷基化二苯基胺)或稳定剂15(烷基化萘基苯基胺)的组合比仅用相同量的稳定剂4甚至进一步降低了焦烧变色。表T-A-3的数据进一步表明稳定剂4(特定单苯并呋喃酮亚磷酸酯)与稳定剂8(双酚抗氧化剂)、稳定剂9(双酚抗氧化剂)、稳定剂11(四酚抗氧化剂)、稳定剂12(单酚抗氧化剂)或稳定剂13(单酚抗氧化剂)的组合取决于该酚类抗氧化剂在一定程度上降低了变色。实施例A-4:基于聚醚多元醇的聚氨酯软泡沫的稳定化使用基于100份多元醇为7份的水制备制备异氰酸酯指数为110的基于聚醚多元醇的聚氨酯软泡沫(指数的含义如实施例A-1中所述):
将0.54g表T-A-4所述的稳定剂组合物(基于100份多元醇为0.45份)溶于108.35g主要含有仲羟基的三官能聚醚多元醇中,后者的数均分子量为3500D,OH值为48并且不含稳定剂。对于泡沫编号A-3-1,没有加入稳定剂。加入10.07g由2.20g Tegostab BF 2370(TMEvonik Industries;基于聚硅氧烷的表面活性剂)、0.17g Tegoamin 33(TM EvonikIndustries;基于三亚乙基二胺的通用胶凝催化剂)和7.7g去离子水构成的溶液并将反应混合物在2600rpm下剧烈搅拌10秒。然后加入0.33g用1.65g该多元醇溶解的Kosmos 29(TMEvonik Industries;基于辛酸亚锡的催化剂)并再次将反应混合物在2600rpm下剧烈搅拌18秒。然后加入90.86g异氰酸酯TDI80(含有80%甲苯-2,4-二异氰酸酯和20%甲苯-2,6-二异氰酸酯异构体的混合物),在2600rpm下连续搅拌5-7秒。然后将该混合物倾入20×20×20cm蛋糕盒中并如温度升高所示发生放热发泡反应。将泡沫包冷却并在室温下储存24小时。所有制备的泡沫包显示出类似的初始白色。泡沫密度在20℃和101.3kPa下为16kg/m3。
表T-A-4:聚氨酯软泡沫的静态铝块老化结果表
脚注:
a)对比
b)本发明
表T-A-4的数据表明包括稳定剂4(特定单苯并呋喃酮亚磷酸酯)的三元组和提供了抗焦烧性能。
实施例A-5:聚醚多元醇的稳定化
制备稳定化的聚醚多元醇:
将0.45g如表T-A-5所示的稳定剂组合物(基于100份多元醇为0.45份)溶于100g主要含有仲羟基的三官能聚醚多元醇中,后者的数均分子量(Mn)为3500D,OH值为48且不含稳定剂。
抗氧化性测试:
所得稳定化聚醚多元醇样品的抗氧化性通过差示扫描量热法(DSC)测定。在氧气下将样品在50℃下开始以5℃/min的加热速率加热,直到达到200℃。放热峰的出现表明热氧化反应的开始。记录放热峰的起始温度。更好稳定化的样品的特征在于起始温度更高。结果示于表T-A-5中。
表T-A-5:稳定化聚醚多元醇的抗氧化性测试结果
脚注:
a)对比
b)本发明
表T-A-5的数据表明包含稳定剂4(特定单苯并呋喃酮亚磷酸酯)的三元组合稳定该聚醚多元醇。
实施例A-6:基于聚醚多元醇的模塑热塑性聚氨酯的稳定化
模塑热塑性聚氨酯测试板(板)的制备
配混
将3.0kg市售热塑性聚氨酯(TPU,基于脂族聚醚多元醇,挤出和注塑级,肖氏D值为55,含有0.25重量份稳定剂11和0.05重量份稳定剂17,各重量份基于100份热塑性聚氨酯,呈粒料的物理形式)在低温磨机中研磨并在真空和80℃下干燥,直到水含量低于该热塑性聚氨酯的0.05重量%。在加入0.05重量份根据表T-A-6-1/T-A-6-2的另一稳定剂之后或者对于参照在不加额外稳定剂下在回转式混料机中将所得粉末混至均匀。然后立即将所得共混物在双螺杆挤出机Berstorff ZE 25×32D(TM Berstorff)中在至多220℃的温度下挤出。再次将所得颗粒在干空气和80℃下干燥,直到水含量低于颗粒的0.03重量%。
注塑
借助注塑机,即Engel HL 60(TM Engel)在至多230℃(模具温度:40℃)的温度下将尺寸为64mm×44mm×2mm的测试板(板)由所得颗粒模塑。测试板(板)的密度在20℃和101.3kPa下为1170kg/m3(1.17g/cm3)。
抗热氧化性测试
制造的热塑性聚氨酯测试板的抗热氧化性通过在120℃的温度下将它们放入空气循环烘箱中而测试。测量并比较在热老化之前板的初始颜色及其在烘箱中暴露之后的变色。结果示于表T-A-6-1中。
加速耐候性测试
制造的热塑性聚氨酯测试板的光稳定性和加速耐候性通过根据标准D27-1911将它们在老化测试仪Ci4000(TM Atlas)中暴露而测试。然后测量表面变色(ΔE)。结果描述于表T-A-6-2中。
表T-A-6-1:抗热氧化性测试结果
脚注:
a)对比
b)配混前含有
c)配混过程中加入
d)稳定剂6是被乙酰氧基取代苯基取代的苯并呋喃酮,其在EP 1291384 A1的实施例1中用于稳定基于聚醚多元醇的聚氨酯软泡沫
e)稳定剂7是被烷氧基取代苯基取代的苯并呋喃酮,其在WO 2006/065829 A1的实施例中用于稳定基于聚醚多元醇的聚氨酯软泡沫
表T-A-6-2:加速耐候性测试结果
脚注:见表T-A-6-1中的脚注
表T-A-6-1和T-A-6-2的数据表明在稳定剂4(特定单苯并呋喃酮亚磷酸酯)模塑聚氨酯测试板的抗热氧化性测试中比稳定剂6(被乙酰氧基取代苯基取代的苯并呋喃酮)好,而稳定剂4在模塑聚氨酯测试板的加速耐候性测试中比稳定剂6差。这两个测试在稳定剂11(四酚抗氧化剂)和稳定剂11(亚磷酸酯,为没有脂族醇的酯)存在下进行。稳定剂7(被烷氧基取代苯基取代的苯并呋喃酮)在两个测试中比稳定剂4和稳定剂6差。这些结果表明在模塑热塑性聚氨酯测试板中没有见到稳定剂4和稳定剂6在聚氨酯泡沫中的性能差异。
优选下组的1-19项:
1.一种组合物,包含下列组分:
(a)聚氨酯泡沫;和
(b)式I化合物:
其中R1为H或甲基。
2.根据第1项的组合物,其中该组合物呈成型制品形式。
3.根据第1或2项的组合物,其中在I中R1为甲基。
4.根据任一前述项的组合物,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且基于100重量份多元醇反应物60-100重量份的多元醇反应物是聚醚多元醇。
5.根据任一前述项的组合物,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且该反应混合物在反应之前含有水、羧酸或发泡剂。
6.根据任一前述项的组合物,其中该聚氨酯泡沫在20℃和101.3kPa下具有5-500kg/m3的密度。
7.根据任一前述项的组合物,其中该组合物为泡沫。
8.根据任一前述项的组合物,其中该聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且组分(b)的量基于100重量份多元醇反应物为0.01-2重量份。
9.根据任一前述项的组合物,额外包含(c)第一种其他添加剂。
10.根据第9项的组合物,其中组分(c)是芳族胺、不同于式I的亚磷酸酯或酚类抗氧化剂。
11.根据第10项的组合物,其中组分(c)是具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯,或酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯。
12.根据第9-11项中任一项的组合物,额外包含:
(d)不同于该第一种其他添加剂的第二种其他添加剂。
13.根据第12项的组合物,包含:
(c)第一种其他添加剂,并且该第一种其他添加剂是酚类抗氧化剂,和
(d)第二种其他添加剂,并且该第二种其他添加剂是芳族胺或不同于式I的亚磷酸酯。
14.根据第13项的组合物,包含:
(c)第一种其他添加剂,并且该第一种其他添加剂是酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯,和
(d)第二种其他添加剂,并且该第二种其他添加剂是具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,或亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯。
15.根据第9-14项中任一项的组合物,其中组分(b)和组分(c)的重量比为0.08-2。
16.根据第12-15项中任一项的组合物,其中组分(b)和组分(d)的重量比为0.5-2。
17.一种制备如第1-16项中任一项所定义的组合物的方法,包括下列步骤:
(i)将作为组分(b)的如第1项中定义的式(I)化合物掺入作为组分(a)的如第1项中定义的聚氨酯泡沫而得到该组合物。
18.作为组分(b)的如第1项中定义的式I化合物在保护作为组分(a)的如第1项中定义的聚氨酯泡沫以防降解中的用途。
19.一种添加剂混合物,包含下列组分:
(b)如第1项中定义的式I化合物,和
(c)第一种其他添加剂,其为具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化。
Claims (18)
2.根据权利要求1的组合物,其中在式I中,R1为C1烷基。
3.根据权利要求1或2的组合物,其中所述聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且基于100重量份所述多元醇反应物60-100重量份所述多元醇反应物是聚醚多元醇。
4.根据前述权利要求中任一项的组合物,其中所述聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且所述反应混合物在反应之前含有水、羧酸或发泡剂。
5.根据前述权利要求中任一项的组合物,其中所述聚氨酯泡沫在20℃和101.3kPa下具有5-500kg/m3的密度。
6.根据前述权利要求中任一项的组合物,其中组分(a)是聚氨酯泡沫。
7.根据前述权利要求中任一项的组合物,其中所述聚氨酯泡沫由多异氰酸酯反应物和多元醇反应物在反应混合物中反应而得到并且组分(b)的量在所述聚氨酯泡沫的情况下基于100重量份所述多元醇反应物为0.01-2重量份以及在聚醚多元醇的情况下基于100重量份所述聚醚多元醇为0.01-2重量份。
8.根据前述权利要求中任一项的组合物,额外包含:(c)第一种其他添加剂。
9.根据权利要求8的组合物,其中组分(c)是芳族胺、不同于式I的亚磷酸酯或酚类抗氧化剂。
10.根据权利要求9的组合物,其中组分(c)是具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯,或酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯。
11.根据权利要求8-10中任一项的组合物,额外包含:
(d)不同于所述第一种其他添加剂的第二种其他添加剂。
12.根据权利要求11的组合物,包含:
(c)第一种其他添加剂,并且所述第一种其他添加剂为酚类抗氧化剂,和
(d)第二种其他添加剂,并且所述第二种其他添加剂为芳族胺或不同于式I的亚磷酸酯。
13.根据权利要求12的组合物,包含:
(c)第一种其他添加剂,并且所述第一种其他添加剂是酚类抗氧化剂,其为3-(3,5-二叔丁基-4-羟基苯基)丙酸的酯或3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸的酯,和
(d)第二种其他添加剂,并且所述第二种其他添加剂是具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化,或亚磷酸酯,其为至少一种具有至少一个伯羟基的脂族醇的酯。
14.根据权利要求8-13中任一项的组合物,其中组分(b)和组分(c)之间的重量比为0.08-2。
15.根据权利要求11-14中任一项的组合物,其中组分(b)和组分(d)的重量比为0.5-2。
16.一种制备如权利要求1-15中任一项所定义的组合物的方法,包括下列步骤:
(i)将作为组分(b)的如权利要求1所定义的式(I)化合物掺入作为组分(a)的如权利要求1所定义的聚氨酯泡沫或聚醚多元醇中,得到所述组合物。
17.作为组分(b)的如权利要求1所定义的式I化合物保护作为组分(a)的如权利要求1所定义的聚氨酯泡沫或聚醚多元醇以防降解的用途。
18.一种添加剂混合物,包含如下组分:
(b)如权利要求1所定义的式I化合物,和
(c)第一种其他添加剂,其为具有一个氮原子的苯基芳基胺,其中氮原子仅被苯基和C6-C10芳基取代并且苯基或C6-C10芳基被烷基化。
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EP18382482 | 2018-06-28 | ||
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PCT/EP2019/066377 WO2020002130A1 (en) | 2018-06-28 | 2019-06-20 | Polyurethane foam or polyether polyol stabilized with a benzofuranone-phosphite derivative |
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EP (1) | EP3814396A1 (zh) |
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CN112266461A (zh) * | 2020-09-29 | 2021-01-26 | 广东互典缓冲材料技术有限公司 | 一种能够低温环境下使用的缓冲材料及其制备方法与应用 |
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NL2025349B1 (en) * | 2020-04-15 | 2021-10-26 | Smart Mat Limited | Method for the synthesis of an auxetic polyurethane foam with a defined cell structure and auxetic polyurethane foam obtainable by the method |
CA3230749A1 (en) | 2021-09-02 | 2023-03-09 | Cinzia Tartarini | Stabilizer combination for preventing degradation of synthetic polymers |
CN115895036A (zh) * | 2022-11-28 | 2023-04-04 | 云南云天化股份有限公司 | 一种阻燃剂组合物、聚氨酯泡沫及其制备方法 |
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CN105960432A (zh) * | 2014-02-17 | 2016-09-21 | 巴斯夫欧洲公司 | 作为稳定剂的含磷3-苯基苯并呋喃-2-酮衍生物 |
CN106574090A (zh) * | 2014-08-05 | 2017-04-19 | 巴斯夫欧洲公司 | 作为稳定剂的3‑苯基‑苯并呋喃‑2‑酮二亚磷酸酯衍生物 |
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CN101163735A (zh) * | 2005-04-19 | 2008-04-16 | 西巴特殊化学品控股有限公司 | 低残余醛含量的聚醚多元醇、聚酯多元醇和聚氨基甲酸酯 |
CN105960432A (zh) * | 2014-02-17 | 2016-09-21 | 巴斯夫欧洲公司 | 作为稳定剂的含磷3-苯基苯并呋喃-2-酮衍生物 |
CN106574090A (zh) * | 2014-08-05 | 2017-04-19 | 巴斯夫欧洲公司 | 作为稳定剂的3‑苯基‑苯并呋喃‑2‑酮二亚磷酸酯衍生物 |
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CN112266461A (zh) * | 2020-09-29 | 2021-01-26 | 广东互典缓冲材料技术有限公司 | 一种能够低温环境下使用的缓冲材料及其制备方法与应用 |
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US20210246256A1 (en) | 2021-08-12 |
MX2021000096A (es) | 2021-03-25 |
EP3814396A1 (en) | 2021-05-05 |
CA3103345A1 (en) | 2020-01-02 |
JP2021528550A (ja) | 2021-10-21 |
KR20210028207A (ko) | 2021-03-11 |
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