CN116218220A - 一种聚苯砜组合物和应用 - Google Patents
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- 229920000491 Polyphenylsulfone Polymers 0.000 title claims abstract description 35
- 239000000203 mixture Substances 0.000 title claims abstract description 16
- 239000000178 monomer Substances 0.000 claims abstract description 32
- 125000003368 amide group Chemical group 0.000 claims abstract description 27
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 25
- 229930185605 Bisphenol Natural products 0.000 claims abstract description 23
- 239000011347 resin Substances 0.000 claims abstract description 16
- 229920005989 resin Polymers 0.000 claims abstract description 16
- 229920000106 Liquid crystal polymer Polymers 0.000 claims abstract description 14
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 claims abstract description 11
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical compound C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 claims abstract description 9
- GPAPPPVRLPGFEQ-UHFFFAOYSA-N 4,4'-dichlorodiphenyl sulfone Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 GPAPPPVRLPGFEQ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 7
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- 239000008235 industrial water Substances 0.000 claims abstract description 4
- 238000010612 desalination reaction Methods 0.000 claims abstract 2
- 239000013535 sea water Substances 0.000 claims abstract 2
- 229920003235 aromatic polyamide Polymers 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 3
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- 239000000292 calcium oxide Substances 0.000 claims description 2
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 9
- 229920002492 poly(sulfone) Polymers 0.000 abstract description 6
- 150000008430 aromatic amides Chemical group 0.000 abstract description 4
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
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- DEQUKPCANKRTPZ-UHFFFAOYSA-N (2,3-dihydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1O DEQUKPCANKRTPZ-UHFFFAOYSA-N 0.000 description 1
- QRFMXBKGNQEADL-UHFFFAOYSA-N 1,1'-biphenyl;phenol Chemical compound OC1=CC=CC=C1.OC1=CC=CC=C1.C1=CC=CC=C1C1=CC=CC=C1 QRFMXBKGNQEADL-UHFFFAOYSA-N 0.000 description 1
- IEVIXDLZSRLUHW-UHFFFAOYSA-N 1,2-diphenylethene-1,2-diol Chemical compound C=1C=CC=CC=1C(O)=C(O)C1=CC=CC=C1 IEVIXDLZSRLUHW-UHFFFAOYSA-N 0.000 description 1
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
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- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- -1 ether diamine Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 229920000110 poly(aryl ether sulfone) Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920012287 polyphenylene sulfone Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
- C08L81/06—Polysulfones; Polyethersulfones
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/66—Polymers having sulfur in the main chain, with or without nitrogen, oxygen or carbon only
- B01D71/68—Polysulfones; Polyethersulfones
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/44—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis
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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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/20—Polysulfones
- C08G75/23—Polyethersulfones
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- C08J5/18—Manufacture of films or sheets
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- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/08—Seawater, e.g. for desalination
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08J2381/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
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- C08J2477/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
- C08J2477/10—Polyamides derived from aromatically bound amino and carboxyl groups of amino carboxylic acids or of polyamines and polycarboxylic acids
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Abstract
本发明公开了一种聚苯砜组合物,按重量份计,包括以下组分:聚苯砜树脂95‑99份;聚芳酰胺液晶聚合物0.1‑5份;吸酸剂0.05‑0.3份;其中,聚苯砜树脂按摩尔百分比计,衍生自包括以下单体:4,4’‑联苯二酚10‑35mol%;含酰胺基团双酚单体15‑40mol%;4,4’‑二氯二苯砜45‑55mol%。本发明通过含有芳香型酰胺基团聚砜树脂与同样含有芳香型酰胺基团的聚芳醚酰胺进行原位复配结合。酰胺基团属于极性基团,具有亲水性,含有酰胺基团的分子更容易通过分子间氢键或者偶极矩的相互作用使水分子更易进入。极大的提高聚苯砜复合材料的亲水性,具有抗凝血性、并且不破坏聚苯砜的物理性能,可以扩大聚苯砜材料在工业水处理和海水淡化、医学领域等领域的应用。
Description
技术领域
本发明涉及高分子材料技术领域,特别是涉及一种聚苯砜树脂及其制备方法和应用。
背景技术
随着当今社会的发展,膜分离技术的应用更加广泛,与此同时对制膜材料的要求也越来越高。聚苯砜树脂具有优异的热稳定性、耐溶剂性和有良好的韧性被广泛应用于食品用具、幼儿用品。因其不含双酚A所以适用于饮用水净化,目前逐步应用于工业水处理和家庭净水等领域。但是,由于聚芳醚砜类树脂的亲水性差,疏水的杂质及有机物会较容易的造成膜的不可逆污染,使膜的性能降低,使用寿命缩短。因此,对聚苯砜进行亲水性改性引起了广泛的重视。
如中国专利CN 112007526 A提供了一种多巴胺及牛磺酸改性聚砜膜的制备方法。首先采用聚多巴胺在自制的聚砜膜上亲水改性形成聚多巴胺层,然后通过牛磺酸和多巴胺反应对聚砜膜复合膜进一步亲水改性,而通过亲水基团的引入增强聚砜膜表面的亲水性能,但方法操作较为复杂,步骤多。
发明内容
本发明的目的在于,提供一种亲水性强、物理性能好的聚苯砜组合物,及其制备方法和应用。
本发明是通过以下技术方案实现的:
一种聚苯砜组合物,按重量份计,包括以下组分:
聚苯砜树脂 95-99份;
聚芳酰胺液晶聚合物 0.1-5份;
吸酸剂 0.05-0.3份;
其中,聚苯砜树脂按摩尔百分比计,衍生自包括以下单体:
4,4’-联苯二酚 10-35mol%;
含酰胺基团双酚单体 15-40mol%;
4,4’-二氯二苯砜 45-55mol%;
其中,含酰胺基团双酚单体为:其中,R1和R2分别为杂环芳香基团或多环芳香基团中的任意一种;所述n1为大于或等于1的正整数;所述R3为 氧原子、硫原子或高于6个碳原子的直链或支化的脂肪族二价基团中的任意一种,其中,n2为1~6的正整数;所述杂环芳香基团是指构成环的原子除碳原子外,还至少含有一个杂原子的芳香基团;所述多环芳香基团是指两个或两个以上苯环以稠环形式相连的芳香基团。
优选的,按摩尔百分比计,衍生自包括以下单体:
4,4’-联苯二酚 15-30mol%;
含酰胺基团双酚单体 20-35mol%;
4,4’-二氯二苯砜 48-52mol%。
优选的,所述的含酰胺基团双酚单体选自单体中R1和R2分别为
中的任意一种。
更优选的,所述的含酰胺基团双酚单体选自
进一步优选的,所述的含酰胺基团双酚单体选自
中的任意一种。
本发明的聚苯砜树脂的制备方法,包括以下步骤:
S1:成盐反应:在反应釜中加入溶剂,搅拌升温至60-80℃,加入4,4’-联苯二酚、4,4’-二氯二苯酚和含酰胺基团双酚单体,然后加入成盐剂,高效催化剂,分水剂,继续搅拌升温至170-200℃,成盐1-3h;
S2:聚合反应:蒸出分水剂,在升温至220-240℃,以40-80r/min的速度搅拌,恒温3-6h,加大搅拌速度80-90r/min至设定粘度,得到聚苯砜树脂粘液,经冷却、粉碎、过滤、洗涤、干燥,即得产物。
所述的聚芳酰胺液晶聚合物由如下述式(Ⅰ)-式(Ⅳ)的重复单元构成:
以聚芳酰胺液晶聚合物重复单元的摩尔百分比计,所述的式(Ⅰ)重复单元含量小于或等于100mol%且不等于0;所述的式(Ⅱ)重复单元含量小于99mol%;所述的式(Ⅲ)重复单元含量小于99mol%;所述的式(Ⅳ)重复单元含量小于99mol%;
其中,R1的结构选自式(Ⅴ)、式(Ⅵ)或式(Ⅶ)中的任意一种或几种;
其中,R2的结构选自 杂环芳香基团或多环芳香基团中的任意一种;所述n1为大于或等于1的正整数;所述R3选自 氧原子、硫原子或高于6个碳原子的直链或支化的脂肪族二价基团中的任意一种,其中,n2为1~6的正整数;所述杂环芳香基团是指构成环的原子除碳原子外,还至少含有一个杂原子的芳香基团;所述多环芳香基团是指两个或两个以上苯环以稠环形式相连的芳香基团。
具体的,本发明的芳香型二醚二胺可以选自双酚A型二醚二胺、双酚S型二醚二胺、联苯二酚型二醚二胺、6,6’-二羟基-2,2’-联吡啶型二醚二胺、2,6-萘二酚型二醚二胺、二(4,4'-二羟基)苯基乙炔型二醚二胺、二羟基二苯乙烯、二羟基二苯甲酮二醚二胺、二羟基二苯醚二醚二胺、二羟基二苯硫醚二醚二胺或苯酚型二醚二胺中的至少一种。
优选的,以聚芳酰胺液晶聚合物重复单元的摩尔百分比计,所述的式(Ⅰ)重复单元含量为50-100mol%;所述的式(Ⅱ)重复单元含量小于等于50mol%;所述的式(Ⅲ)重复单元含量小于等于50mol%;所述的式(Ⅳ)重复单元含量小于等于50mol%。
本发明实施例及对比例所用的聚芳酰胺液晶聚合物的制备方法参照中国专利申请CN202011583382.7。在带有搅拌装置反应器中,通入氮气,排尽反应器内的空气,加入二胺单体于极性非质子溶剂中溶解后,加入缚酸剂、封端剂,再加入二甲酰氯单体,在-15℃的冰浴条件下反应3-7h,反应停止后,经过水析,粉碎、洗涤、干燥,得到聚芳酰胺液晶聚合物。分子量根据调节封端剂比例得到。
所述的吸酸剂选自氧化铝、氧化钙、氧化镁中的至少一种。
本发明的聚苯砜组合物的应用,用于水处理领域薄膜。
本发明具有如下有益效果:
本发明通过含有芳香型酰胺基团聚砜树脂与同样含有芳香型酰胺基团的聚芳醚酰胺进行原位复配结合。酰胺基团属于极性基团,具有亲水性,含有酰胺基团的分子更容易通过分子间氢键或者偶极矩的相互作用使水分子更易进入。极大的提高聚苯砜复合材料的亲水性,具有抗凝血性、并且不破坏聚苯砜的物理性能,可以扩大聚苯砜材料在工业水处理和污水处理、医学领域等领域的应用。
具体实施方式
下面结合具体实施例对本发明进行详细说明。以下实施例将有助于本领域的技术人员进一步理解本发明,但不以任何形式限制本发明。应当指出的是,对本领域的普通技术人员来说,在不脱离本发明构思的前提下,还可以做出若干变形和改进。这些都属于本发明的保护范围。
本发明所用实验原料来源如下:
4,4’-联苯二酚:市售;
4,4’-二氯二苯砜:市售;
含酰胺基团双酚单体A:
含酰胺基团双酚单体B:
含酰胺基团双酚单体C:
含酰胺基团双酚单体D:
,市售;
含酰胺基团双酚单体E:
吸酸剂:氧化铝,市售。
表1聚苯砜树脂的制备方法:S1:成盐反应:在反应釜中加入溶剂,搅拌升温至60-80℃,加入4,4’-联苯二酚、4,4’-二氯二苯酚和含酰胺基团双酚单体,然后加入成盐剂(碳酸钾),高效催化剂(三丁基膦),分水剂(甲苯),继续搅拌升温至170-200℃,成盐1-3h;S2:聚合反应:蒸出分水剂,在升温至220-240℃,以40-80r/min的速度搅拌,恒温3-6h,加大搅拌速度80-90r/min至设定粘度,得到聚苯砜树脂粘液,经冷却、粉碎、过滤、洗涤、干燥,即得产物。
表1:
续表1:
表2聚芳酰胺液晶聚合物的制备方法:参照中国专利申请CN202011583382.7进行。
表2:摩尔
各项测试方法:
(1)拉伸强度:测试方法参照ISO527;
(2)接触角:测试方法参照GB/T 30447-2013;
(3)重均分子量:测试方法参照GB/T 36214.4-2018。
(4)热变形温度:测试方法参照ISO75-1/-2。
表3:实施例和对比例聚苯砜组合物各组分含量(重量份)及测试结果
由实施例1-6可知,优选4,4’-联苯二酚15-30mol%、含酰胺基团双酚单体20-35mol%、4,4’-二氯二苯砜48-52mol%,拉伸强度更高、接触角更小。
续表3:
由实施例4/7-10可知,最优选含酰胺基团双酚单体B/D、优选C、次选A/E。
续表3:
由实施例4/11-14可知,优选聚芳酰胺液晶聚合物1/3/4/5,更优选1/4。
续表3:
由对比例1-3可知,聚苯砜树脂中不含有/酰胺基团双酚单体含量过低/过高时,接触角都较高,并且拉伸强度较低。
由对比例4/5可知,聚芳酰胺液晶聚合物的含量也是保证高拉伸强度、低接触角的关键之一。
Claims (9)
1.一种聚苯砜组合物,其特征在于,按重量份计,包括以下组分:
聚苯砜树脂 95-99份;
聚芳酰胺液晶聚合物 0.1-5份;
吸酸剂 0.05-0.3份;
其中,聚苯砜树脂按摩尔百分比计,衍生自包括以下单体:
4,4’-联苯二酚 10-35mol%;
含酰胺基团双酚单体 15-40mol%;
4,4’-二氯二苯砜 45-55mol%;
其中,含酰胺基团双酚单体为:
2.根据权利要求1所述的聚苯砜组合物,其特征在于,按摩尔百分比计,衍生自包括以下单体:
4,4’-联苯二酚 15-30mol%;
含酰胺基团双酚单体 20-35mol%;
4,4’-二氯二苯砜 48-52mol%。
6.根据权利要求1所述的聚苯砜组合物,其特征在于,所述的聚芳酰胺液晶聚合物由如下述式(Ⅰ)-式(Ⅳ)的重复单元构成:
以聚芳酰胺液晶聚合物重复单元的摩尔百分比计,所述的式(Ⅰ)重复单元含量小于或等于100mol%且不等于0;所述的式(Ⅱ)重复单元含量小于99mol%;所述的式(Ⅲ)重复单元含量小于99mol%;所述的式(Ⅳ)重复单元含量小于99mol%;
其中,R1的结构选自式(Ⅴ)、式(Ⅵ)或式(Ⅶ)中的任意一种或几种;
7.根据权利要求6所述的聚苯砜组合物,其特征在于,以聚芳酰胺液晶聚合物重复单元的摩尔百分比计,所述的式(Ⅰ)重复单元含量为50-100mol%;所述的式(Ⅱ)重复单元含量小于等于50mol%;所述的式(Ⅲ)重复单元含量小于等于50mol%;所述的式(Ⅳ)重复单元含量小于等于50mol%。
8.根据权利要求1所述的聚苯砜组合物,其特征在于,所述的吸酸剂选自氧化铝、氧化钙、氧化镁中的至少一种。
9.权利要求1-8任一项所述聚苯砜组合物的应用,其特征在于,用于工业水处理和海水淡化、医学领域等领域薄膜。
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