CN116731281B - 一种自润滑改性tpu聚合物及其制备方法 - Google Patents
一种自润滑改性tpu聚合物及其制备方法 Download PDFInfo
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- CN116731281B CN116731281B CN202310817402.XA CN202310817402A CN116731281B CN 116731281 B CN116731281 B CN 116731281B CN 202310817402 A CN202310817402 A CN 202310817402A CN 116731281 B CN116731281 B CN 116731281B
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- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
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- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6648—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6651—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3225 or polyamines of C08G18/38
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- 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
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- 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
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- C08G18/3897—Low-molecular-weight compounds having heteroatoms other than oxygen containing heteroatoms other than oxygen, halogens, nitrogen, sulfur, phosphorus or silicon
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- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
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Abstract
本发明提供了一种自润滑改性TPU树脂,所述改性TPU树脂以芳香族二异氰酸酯和聚酯多元醇为聚合原料,在扩链剂的作用下发生嵌段聚合后,再与含有铂族金属的脂环族二胺化合物反应,使TPU聚合物分子侧链带有铂族金属及环烃基。铂族金属的存在及脂环族二胺化合物与TPU聚合物中的聚合单元形成的交错结构可以有效分散大部分热量,提高了所述改性TPU树脂的结构稳定性及热稳定性,环烃基的存在增大了树脂分子间的空间位阻,降低了内聚力,又因为酰胺、酯基的存在,使得所述改性TPU聚合物具有良好的自润滑性。
Description
技术领域
本发明涉及聚合物改性领域,尤其涉及一种自润滑改性TPU聚合物及其制备方法。
背景技术
在石油化工、航空航天、机械工程等领域中的关键零部件如齿轮、轴承、活塞等不可避免地存在摩擦磨损问题,这不仅会造成设备的使用寿命缩短、安全性变差、生产能力下降,还会造成严重的环境污染及重大事故的发生。因此,研究减摩耐磨材料具有重要的意义。
聚合物基复合材料因具有轻质、高强、耐腐蚀和易成型加工等优异性能而被广泛使用代替许多金属材料成为最具发展前景的减摩耐磨材料。但聚合物材料存在传热、耐磨性能差等缺点,限制了其在摩擦学领域的应用。随着高新技术的发展,仪器设备朝着高温、高载、轻量化方向发展,对高性能聚合物基复合材料的要求与日俱增。特别地,对聚合物基复合材料的自润滑、耐磨性等综合性能提出了更高的要求,普通的聚合物基自润滑材料已不再满足使用需求。因此,研究具有优异自润滑与耐磨性能的聚合物基自润滑复合材料具有重要的意义。
聚氨酯作为一种新兴的有机高分子材料,因其出色的机械性能、良好的耐溶剂性、较强的耐温性能和优异的耐老化性倍广泛地应用于实心轮胎、衬套轴承、矿山、冶金、轻工业、医疗、汽车工业和军事领域。通过改变原料二异氰酸酯和多元醇的种类或其用量,可以使TPU成为最坚硬的塑料,或者将其更改为最柔软的橡胶来适应于不同的应用领域。另外,TPU树脂从液体变为非流动性凝胶所需的时间可变吗,其非常适合应用和完善。由于直链型的TPU具有物理教练点而不含有任何化学交联点,因此它们可以显示出环境友好性和良好的可回收性。但是在外界交变应力下。TPU中的一些强极性基团会迅速积聚热量,将对材料造成热损伤;同时TPU分子结构中的硬端和软段相互连接,结构上的差异使其各部分承受压力的能力不同。这些问题导致TPU的摩擦系数高于聚氯乙烯和聚四氟乙烯,从而限制了其在高摩擦领域的应用。为了解决这些问题,科学工作者们积极地寻求着解决办法。
现有技术中,通常会添加固体纳米粒子来增强聚合物基体的耐摩擦性能,常用的纳米粒子主要有氧化铝、氧化铜、氧化锌、氧化钛等,但纳米粒子在基体中易团聚、难分散的问题仍需要得到有效的解决。纳米粒子填充型自润滑聚合物材料虽然已经取得了广泛的进展,能使复合材料的磨损率显著下降,但对摩擦系数的改性作用很小,目前仍难以满足对未来的高新技术产业的需求。
发明内容
为了解决现有技术中的问题,本发明提供了一种自润滑改性TPU聚合物及其制备方法。
一种自润滑改性TPU聚合物,包含以下制备原料:芳香族二异氰酸酯、聚酯二元醇、扩链剂和改性剂,其中所述改性剂具有式I所示结构;
其中,M表示铂族金属Pt和Pd,R1和R2各自独立地表示碳原子数为1-3的烷基,R3表示同时被氨基和羧基取代的亚乙基和亚丙基。氨基上所取代的烷基作为支链,其碳链越长,所形成的空间位阻越大。虽然有利于降低TPU聚合物分子间的内聚力,提升其润滑性,但较长的烷基也会在制备所述改性剂时影响酯基与铂族金属的结合,使得所述改性剂的得率大大降低。因此,R1和R2宜选取碳原子数为1-3的烷基。
在本发明的一些实施方式中,所述芳香族二异氰酸酯选自4,4-二苯基甲烷二异氰酸酯和甲苯二异氰酸酯。
在本发明的一些实施方式中,所述聚酯多元醇为为己二酸系聚酯多元醇、聚己内酯多元醇和聚碳酸酯二元醇中的至少一种。所述聚酯多元醇的数均分子量为1000-3000。所述己二酸系聚酯多元醇具体可以选择:浙江华峰新材料有限公司的PE-1010、PE-1020、PE-1020L、PE-1030、PE-3010、PE-3020、PE-3030等;所述聚己内酯多元醇具体可以选择:英杰维特功能材料有限公司的CAPA2100、CAPA2200、CAPA2302、CAPA2402、CAPA2100A、CAPA2101A、CAPA2200A、CAPA2201A、CAPA2302A等;所述聚碳酸酯二元醇具体可以选择元利化学集团股份有限公司的YH-106、YH206、YC-1565、YC-2565等。
在本发明的一些实施方式中,所述扩链剂为乙二醇、1,4-丁二醇、1,2-丙二醇、新戊二醇、1,6-己二醇、一缩二乙二醇、一缩二丙二醇、甘油中的至少一种。
在本发明的一些实施方式中,所述改性剂的制备方法包含如下步骤:
S1:将卤亚金属酸盐溶于去离子水后,与反应容器中的有机溶剂混合,边搅拌边加入脂环族二胺,搅拌后静置分层,收集有机相;
S2:向上述有机相中加入去离子水及有机溶剂,同时加入天冬氨酸、谷氨酸及其盐类中的一种化合物,持续搅拌,然后加入可溶性银盐继续反应;
S3:反应结束,去除沉淀,对过滤液进行减压浓缩,去除水分及有机溶剂,即得所述改性剂。
在本发明的一些实施方式中,所述改性剂的制备方法中,S1中所述卤亚金属酸盐选自卤亚铂酸盐、卤亚钯酸盐中的一种;所述脂环族二胺为具有式II所示结构的1,2-环己二胺。
在本发明的一些实施方式中,所述改性剂的制备方法中,S1中所述卤亚金属酸盐与脂环族二胺的摩尔比为1:1-2;S2中所述天冬氨酸、谷氨酸及其盐类中的一种在反应中的添加量为所述卤亚金属酸盐摩尔量的2-3倍;可溶性银盐为硝酸银、氯酸银、高氯酸银中的一种,添加量为所述卤亚金属酸盐摩尔量的4-5倍。
所述改性剂的制备原理如下反应方程式所述:
一种所述自润滑改性TPU聚合物的制备方法,包含如下步骤:将真空除水后的聚酯多元醇与扩链剂和催化剂在反应容器中于60-90℃下混合形成溶液A,然后取芳香族二异氰酸酯加入溶液A中混合,将反应体系于反应温度下保持,每隔1-2h向其中加入改性剂并搅拌均匀;最后将所得产物烘干即得所述自润滑改性TPU聚合物。
制备自润滑改性TPU聚合物时,通过将所述改性剂分批次投入反应体系中,尽可能使其在TPU分子链中交错排列,提高改性TPU聚合物的规整性,一方面尽量避免其硬度的大幅降低,另一方面能够使得改性TPU分子所承受的交变应力及热量在较大范围内被分散,从而实现结构稳定性及热稳定性。
在本发明的一些实施方式中,所述自润滑改性TPU聚合物的制备方法中,所述聚酯多元醇、芳香族二异氰酸酯、扩链剂和改性剂的投加摩尔比为1.4-3.2:1-1.5:3.5:0.2-0.5。异氰酸酯的用量对TPU的分子结构、链间位阻、抗拉强度、硬段的自组装有序性及结晶性有重要影响,因此,为获得适应不同需求的TPU聚合物,在本发明中,制备自润滑改性TPU聚合物时,所用聚酯多元醇和芳香族二异氰酸酯的摩尔比需控制在1.4-3.2:1-1.5。所述芳香族二异氰酸酯用量过少,所得自润滑改性TPU聚合物的硬度及耐热性均不足,成型较为困难;若用量过多,所得自润滑改性TPU聚合物的交联度则会变大,材料的韧性和刚性更强,改性剂带来的润滑性会被大大抑制。
在本发明的一些实施方式中,所述催化剂为三亚乙基二胺、二月桂酸二丁基锡、辛酸亚锡、醋酸苯汞、有机铋和有机锌中的至少一种。
在本发明的一些实施方式中,所述反应温度为20-35℃,反应时间为6-8h。
有益效果:与现有技术相比,所述自润滑改性TPU聚合物分子中存在螯合有铂族金属的环己烷结构,铂族金属可分散摩擦产生的热量,保持所述改性TPU聚合物的内部结构稳定性,在一定程度上可减少碳链的断裂,避免内摩擦的存在;环己烷及氮原子上所连烷基作为侧链,增大了TPU聚合物分子间的空间位阻,降低了其内聚力,为自润滑的实现提供了良好的环境;最终所述改性TPU聚合物分子中含有的酰胺基、酯基及环己烷因为内聚力的降低,交联度减弱,加之铂族金属的存在在一定程度上避免内摩擦的扩张,改性TPU体现出优异的自润滑性。本发明采用共聚的方法,所得自润滑改性TPU聚合物不存在不相容的问题,其结构更为稳定。
具体实施方式
下面结合实施例对本发明作进一步详细描述。需要说明的是,下面的实施例及对比例为本发明的示例,仅用来说明本发明,而不用来限制本发明。在不偏离本发明主旨或范围的情况下,可进行本发明构思内的其他组合和各种改良。
以下示例性地说明实施例及对比例中所用改性剂的制备:
改性剂-1
S1:将1mol碘亚铂酸钠溶于去离子水中后,与反应容器中的四氢呋喃混合,边搅拌边加入1mol具有式I-1结构的环己二胺,持续搅拌24h后静置分层,收集有机相;
S2:向上述有机相中加入去离子水及乙醇,同时加入2mol谷氨酸,持续搅拌10h,然后加入4mol硝酸银继续反应;
S3:反应结束,去除沉淀,对过滤液进行减压浓缩,去除水分及有机溶剂,即得所述具有式I-1结构的改性剂-1。
改性剂-2
S1:将1mol碘亚铂酸钠溶于去离子水中后,与反应容器中的四氢呋喃混合,边搅拌边加入1mol具有式II-2结构的环己二胺,持续搅拌24h后静置分层,收集有机相;
S2:向上述有机相中加入去离子水及乙醇,同时加入2mol天冬氨酸,持续搅拌10h,然后加入4mol硝酸银继续反应;
S3:反应结束,去除沉淀,对过滤液进行减压浓缩,去除水分及有机溶剂,即得所述具有式I-2结构的改性剂-2。
改性剂-3
S1:将1mol碘亚铂酸钠溶于去离子水中后,与反应容器中的四氢呋喃混合,边搅拌边加入1mol具有式II-3结构的环己二胺,持续搅拌24h后静置分层,收集有机相;
S2:向上述有机相中加入去离子水及乙醇,同时加入2mol天冬氨酸钠,持续搅拌10h,然后加入4mol硝酸银继续反应;
S3:反应结束,去除沉淀,对过滤液进行减压浓缩,去除水分及有机溶剂,即得所述具有式I-3结构的改性剂-3。
改性剂-4
操作同改性剂-1,不同之处在于所用卤亚金属酸盐为碘亚钯酸钠,所得改性剂-4的结构如式I-4所示。
改性剂-5
操作同改性剂-3,不同之处在于所用环己二胺的结构如式II-5所示,所得改性剂-5的结构如式I-5所示。
实施例1
将真空除水后的聚酯多元醇PE-1010与扩链剂乙二醇和催化剂二月桂酸二丁基锡在反应容器中于60℃下混合形成溶液A,然后取4,4-二苯基甲烷二异氰酸酯加入溶液A中混合,将反应体系于20℃下保持,每隔1h向其中加入改性剂-1并搅拌均匀;其中聚酯多元醇、芳香族二异氰酸酯、扩链剂与改性剂-1的摩尔比为1.4:1:3.5:0.5;反应6h后将所得产物烘干即得所述自润滑改性TPU聚合物。
实施例2
将真空除水后的聚酯多元醇CAPA2100与扩链剂乙二醇和催化剂二月桂酸二丁基锡在反应容器中于70℃下混合形成溶液A,然后取4,4-二苯基甲烷二异氰酸酯加入溶液A中混合,将反应体系于30℃下保持,每隔1.5h向其中加入改性剂-2并搅拌均匀;其中聚酯多元醇、芳香族二异氰酸酯、扩链剂与改性剂-2的摩尔比为2:1:3.5:0.3;反应6h后将所得产物烘干即得所述自润滑改性TPU聚合物。
实施例3
将真空除水后的聚酯多元醇YH-106与扩链剂乙二醇和催化剂二月桂酸二丁基锡在反应容器中于90℃下混合形成溶液A,然后取4,4-二苯基甲烷二异氰酸酯加入溶液A中混合,将反应体系于35℃下保持,每隔2h向其中加入改性剂-3并搅拌均匀;其中聚酯多元醇、芳香族二异氰酸酯、扩链剂与改性剂-3的摩尔比为3.2:1.5:3.5:0.2;反应8h后将所得产物烘干即得所述自润滑改性TPU聚合物。
实施例-4
操作同实施例3,不同之处在于所用改性剂为改性剂-4。
实施例5
操作同实施例1,不同之处在于所用聚酯多元醇与芳香族二异氰酸酯的摩尔比为1.4:0.8。
实施例6
操作同实施例1,不同之处在于所用聚酯多元醇与芳香族二异氰酸酯的摩尔比为1.4:1.7。
对比例1
操作同实施例3,不同之处在于所用改性剂为改性剂-5。
对比例2
将真空除水后的聚酯多元醇YH-106与扩链剂1,4-二羟甲基环己烷和催化剂二月桂酸二丁基锡在反应容器中于90℃下混合形成溶液A,然后取4,4-二苯基甲烷二异氰酸酯加入溶液A中混合,将反应体系于35℃下保持,其中聚酯多元醇、芳香族二异氰酸酯、扩链剂的摩尔比为1.5:4:3.5;反应8h后将所得产物烘干即得所述TPU聚合物。
将上述实施例1-4及对比例1-2所得TPU聚合物进行如下性能测试:
硬度:将所得TPU聚合物制成长宽均为2cm,厚0.2cm的标准试样,采用LX-A型邵氏硬度计(东莞品高检测仪器设备有限公司)测试试样的邵氏硬度;
拉伸强度及断裂伸长率:将所得TPU聚合物制成标准哑铃状样品,厚度为2mm,依据GB/T1040.2-2006标准采用SUN500型万能材料试样机(意大利Cardano AL Camp公司)在25℃下以200mm/min的速率测试TPU样品的拉伸强度和断裂伸长率;
摩擦系数:按照EN 13893标准,取样500*1000mm规格,采用动摩擦系数测试仪,测试出对应摩擦系数;
热稳定性:使用TG209C型热重分析仪(德国Zetzsch公司)在N2氛围下测试TPU样品的热稳定性,温度范围为30-600℃,升温速率为15℃/min。
各项测试性能的结果详见表1:
如表1的结果所示,在TPU聚合物的合成中添加含有铂族金属的脂环族二胺改性剂,存在的环烷烃基团、烷基基团作为侧链,增大了TPU分子链间的空间位阻,降低其交联度,为自润滑提供了良好的环境,加之分子结构中的酰胺基、酯基及环己烷,使得改性TPU聚合物具有优异的自润滑性,其摩擦系数不高于0.254。另外,改性剂中含有的铂族金属及叔胺基结构与TPU的聚合单元交错排列,可有效分散大量的摩擦产热,避免自润滑改性TPU聚合物的局部软化和融化,所得改性TPU聚合物的热稳定性有显著提高,其热分解温度至少为355℃。
综上,本发明所提供的自润滑改性TPU聚合物具有优异的自润滑性及热稳定性,其力学性能亦满足实际应用需求,在自润滑聚合物应用领域具有广阔的应用前景。
Claims (8)
1.一种自润滑改性TPU聚合物,其特征在于,包含以下制备原料:芳香族二异氰酸酯、聚酯多元醇、扩链剂和改性剂,其中所述改性剂具有式I所示结构;其中,M表示铂族金属Pt或Pd,R1和R2各自独立地表示碳原子数为1-3的烷基,R3表示同时被氨基和羧基取代的亚乙基或亚丙基;所述扩链剂为乙二醇、1 ,4-丁二醇、1 ,2-丙二醇、新戊二醇、1 ,6-己二醇、一缩二乙二醇、一缩二丙二醇、甘油中的至少一种;所述自润滑改性TPU聚合物的制备方法包含如下步骤:将真空除水后的聚酯多元醇与扩链剂和催化剂在反应容器中于60-90℃下混合形成溶液A,然后取芳香族二异氰酸酯加入溶液A中混合,将反应体系于反应温度下保持,每隔1-2h向其中加入改性剂并搅拌均匀;最后将所得产物烘干即得所述自润滑改性TPU聚合物;且所述聚酯多元醇、芳香族二异氰酸酯、扩链剂和改性剂的投加摩尔比为1.4-3.2:1-1.5:3.5:0.2-0.5。
2.根据权利要求1所述的自润滑改性TPU聚合物,其特征在于,所述芳香族二异氰酸酯选自4,4-二苯基甲烷二异氰酸酯和甲苯二异氰酸酯。
3.根据权利要求1所述的自润滑改性TPU聚合物,其特征在于,所述聚酯多元醇为己二酸系聚酯多元醇、聚己内酯多元醇和聚碳酸酯二元醇中的至少一种。
4.根据权利要求3所述的自润滑改性TPU聚合物,其特征在于,所述聚酯多元醇的数均分子量为1000-3000。
5.根据权利要求1所述的自润滑改性TPU聚合物,其特征在于,所述改性剂的制备方法包含如下步骤:
S1:将卤亚金属酸盐溶于去离子水后,与反应容器中的有机溶剂混合,边搅拌边加入脂环族二胺,搅拌后静置分层,收集有机相;
S2:向上述有机相中加入去离子水及有机溶剂,同时加入天冬氨酸、谷氨酸及其盐类中的一种化合物,持续搅拌,然后加入可溶性银盐继续反应;
S3:反应结束,去除沉淀,对过滤液进行减压浓缩,去除水分及有机溶剂,即得所述改性剂。
6.根据权利要求5所述的自润滑改性TPU聚合物,其特征在于,S1中所述卤亚金属酸盐选自卤亚铂酸盐、卤亚钯酸盐中的一种;所述脂环族二胺为具有式II所示结构的1,2-环己二胺:。
7.根据权利要求5所述的自润滑改性TPU聚合物,其特征在于,S1中所述卤亚金属酸盐与脂环族二胺的摩尔比为1:1-2;S2中所述天冬氨酸、谷氨酸及其盐类中的一种在反应中的添加量为所述卤亚金属酸盐摩尔量的2-3倍;可溶性银盐为硝酸银、氯酸银、高氯酸银中的一种,添加量为所述卤亚金属酸盐摩尔量的4-5倍。
8.根据权利要求1所述的自润滑改性TPU聚合物,其特征在于,制备方法中,所述反应温度为20-35℃,反应时间为6-8h。
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