用户名: 密码: 验证码:
醋酸乙烯酯(VAC)、马来酸酐(MAH)及VAC/MAH体系非均相接枝聚合反应的研究
详细信息    本馆镜像全文|  推荐本文 |  |   获取CNKI官网全文
摘要
本文主要以低密度聚乙烯膜(LDPE)为基体膜,以二苯甲酮(BP)为光引发剂,分别对醋酸乙烯酯(VAC)、马宋酸酐(MAH)以及VAC/MAH的非均相接枝聚合反应进行了系统研究,以探讨相关的接枝反应机理、接枝反应过程以及接枝工艺的可行性,目的在于建立聚烯烃材料本体和表面改性新方法。
     对VAC/LDPE体系,系统研究了光接枝反应的基本规律,不同反应参数的影响,并对所设计的不同接枝方法进行了比较。发现利用本文所设计的方法可将VAC快速地接枝在LDPE膜表面,如在光强为5400μw/cm~2,光照3min时,转化率和接枝效率可分别达到70%和76%;聚合反应速率(Rp)对单体的反应级数约为1,而对光引发剂的反应级数为0.76,说明VAC光接枝聚合中链转移反应占相当大的比例。
     发现氧气严重地影响光接枝聚合反应,但对本文所用“复合膜”反应体系,主要是反应液中的氧气影响光接枝聚合,而在光照过程中是否用氮气加以保护作用并不明显;在一定的范围内,提高光强和温度有利于接枝聚合反应;反应液越厚越不利于反应的进行;这些实验结果对于反应条件的选择具有指导意义。
     系统评价了Norrish Ⅰ型和Norrish Ⅱ型两类光引发剂对该体系的引发性能,发现Norrish Ⅰ型光引发剂有较高的引发聚合活性,但Norrish Ⅱ型光引发剂有较高的引发接枝聚合活性,并且传统的Norrish Ⅰ光引发剂也具有夺氢能力;此外,本文还发现,加入少量水不仅能促进聚合反应,且有利于将接枝反应限制在基体膜表面,这一结果不仅在理论上进一步证明了水对VAC自由基聚合链转移反应的抑制作用,也找到了一种控制表面接枝的有效方法,因而具有重要意义。
     系统研究了该体系在光接枝聚合反应过程中膜的交联问题,明确了“光接枝”与“光交联”在反应机理上的“共生性”,发现以Norrish Ⅰ型光引发剂引发反应时,加入单体可抑制膜的交联:使用Norrish Ⅱ型光引发剂时,加入单体则促进膜的交联:这些结果为针对不同的改性用途,从而对膜的交联加以有效控制提供了理论依据。
     对所设计的不同接枝方法进行了评价(如同步法,BP-预浸法、BP-预涂法),发现使用BP-预涂法,不仅能将BP定量、可控地引入基体膜表面,并且还具有操作简便易
    
    北京化工大学博士学位论文用纸三
    行的优点。
     对于该非均相接枝聚合反应体系,光引发剂(BP)及单体VAC在基体膜表面及内
     反_-一、一__一__-‘--一、一/、一、助一一一‘一
    靓的分鱼丛远真夔影堕尊性整界,故””及VAC在基体表面的吸附及扩散,在接枝聚
    合反应过程中起着十分重要的作用,而BP及VAC的吸附与扩散可通过溶剂来调节,
    因此本文详细研究了不同溶剂(包括BP溶剂和VAC溶剂)对接枝反应的影响。发现
    与基体LDPE膜亲润性太好的溶剂,如正己烷,导致BP或VAC在膜上分布过深,不
    利于表面接枝聚合反应;对膜亲润性适中或较差的溶剂,则有利于接枝反应的进行,
    且有利于将接枝反应限制在基体膜表面或亚表面,也影响着接枝链的分布及接枝膜的
    表面形态。这些结果对于通过选择不同溶剂,以达到对基体膜不同的接枝及改性结果
    具有重要的指导作用。
     美芝塑多工迎全廷L旦P旦步接棘界食反应放反座过鱼,造直卫到邀鱼~并在一系
     列创新性的研究工作基础上,建立了有效接枝MAH的新方法。
     ‘一一—一-一_______—--一--一一-一一一一~__一
     ‘)甩演液法熊扭蝉H少咧娜夔技在些塑膊上,如用3M的MAH/乙酸乙酷溶
     液作单体反应液,光照3min时,转化率和接枝效率可分别达到80%和85%;并发现具
     有供电性能的溶剂,在受到紫外光照射时,能参与MAH的聚合反应,导致体系转化
     率高于100%,这一结果一方面证明了溶剂能与MAH发生反应,而另一方面,则为研
     究和开发MAH新型共聚物提供了理论依据。本文亦考察了光强对接枝反应的影响以
     及有效波长的范围,发现增大光强有利于MAH接枝聚合反应的进行,进一步证实了
     远紫外光是接枝反应的关键因素之一。
     2’根据在.MAH的熔点(’3犷_一附近时一转化率及烤稗单夸均亨夔理雯垫二发
     见本文进步设计了熔融法光接枝MAH,并对这一工艺方法进行了系统的研容。发
     现采用熔融法时,接枝聚合反应可在较短时间内完成,例如,光照3min时,转化率和
     接枝效率可分别达到80%以上;增大光强能有效提高聚合反应速度,同样发现远紫外
     光是接枝反应不可缺少的因素。实验证明,熔融法接枝MAH具有定量、快速以及体
    系简单等优点。
     3’基于在不添加光引发剂时,MAH仍有一定的竺挂斡力这二发现之一主冬燮二
    步设计并研究了MAH的躬l发光接枝聚合反应,并对自弓_!发机理进系瓦乙深八逐过。
    卿抄实MAH在受到紫外米黝时,一鱼肺镇性胜担甲些乡逃到燮」哗
    其它单述的替挂里食尽咚考发现县有熏票的理诊价值孕卿剪邑一__咚对解班步接
    枝聚合体系和光固化体系中光引发剂的残留问题,开发无光引发剂的光接枝体系及光
    
    北京化工大学博士学位论文用纸三
    固化体系起到积极的推动作用。
     在分别对VAC、MAH光接枝聚合反应进行研究的基础上,
    份接枝体系进行了系统研究,并取得了一些重要结果:
    又对VAC乃姓AH双组
    ~火~一一—~__
     l)经FTIR和ESCA等谱图证明,采用一步法光接枝聚合,
This dissertation was designed to study hetero-phase grafting polymerization of vinyl acetate (VAC), maleic anhydride (MAH) and VAC/MAH binary monomer system, irrespectively, with low density polyethylene (LDPE) film as substrate and benzophenone (BP) as photoinitiator. The purpose is to develop new and more effective methods to modify the surface and buck properties of polyolefmes by studying the grafting mechanism of the system and exploring the characteristics of the grafting process.(1) To VAC/LDPE system, the main photografting principles and the effects of various factors were investigated in detail, and the grafting efficiency of different methods was assessed systematically. It was found that VAC can be smoothly photografted onto LDPE film with "film combination" system, e.g. conversion percent (CP) and grafting efficiency (GE) are 70% and 76%, irrespectively, with UV intensity of 5400w/cm2 and irradiation time of 3min. The reaction orders of polymerization rate to monomer concentration and photoinitiator concentration are about 1 and 0.76, irrespectively, showing that chain transfer reaction takes place with much ease in VAC/LDPE system.The photografting polymerization is affected greatly by oxygen mainly dissolved in monomer and photoinitiator solution, and it is not important whether or not the assembly unit is protected by nitrogen during UV irradiation. Increasing UV intensity and temperature appropriately facilitates the grafting polymerization; but the thicker of the reaction liquid, the more difficult for grafting polymerization to take place.The initiating efficiency of the two types of photoinitiators, i.e. Norrish I and Norrish II, was assessed, and it was shown that the former performs higher initiating polymerization reactivity, but the latter performs higher initiating grafting polymerization reactivity; in
    
    addition, the typical Norrish type I photoinitiators possess ability to abstract hydrogen to some degree. Adding a bit of water to VAC/LDPE system is not only helpful to grafting polymerization, but to limiting it mostly within the surface layers of the LDPE film also. This disvovery certifies that water is beneficial to decrease chain transfer reaction in VAC system; and on the other hand, it is proved to be an effective way to limit grafting polymerization to surface regions of the substrate, which is very important to surface modification.Cross-linking reaction of this system was studied and it is clarified that photocross-linking reaction is inevitable to grafting polymerization. When Norrish type I photoinitiators are used, the grafting polymerization of VAC retards cross-linking reaction; but on the contrary, grafting polymerization of VAC accelerates cross-linking reaction by using Norrish type II photoinitiators.Several grafting methods designed were tested (e.g. simultaneous method, BP pre-absorbing method, and BP pre-coating method), and it is concluded that BP pre-coating method possesses a number of advantages such as introducing BP onto LDPE film quantitatively and easily.The absorption of BP and VAC by LDPE film is worth taking into consideration, because the distribution of BP and VAC on the substrate is a key factor to surface photografting polymerization. Their distribution can be adjusted with different solvents of BP and VAC. It is shown that only those solvents whoose solubility parameters (SP) are moderate or a bit low are applicable to restrict grafted chains mainly on LDPE film surface or within its sub-surface regions.(2) To MAH/LDPE system, due to the fact that little work has been done to study photografting polymerization of MAH in literature, so the process and characteristics of grafting MAH were investigated in detail, and three new grafting methods were developed, i.e. solution grafting method, melt grafting method and self-initiating grafting method. The main results are described below:1) When solution grafting method was utilized, MAH can be grafted onto LDPE film fair easily, e.g. CP and GE are 80% and 85%, irrespectively, with 3M MAH/ethyl acetate solution
引文
[1] 张增民.以PP为中心的改性技术.塑料加工,1998,26(2):6
    [2] 肖迎红,车剑飞,吉法祥.等离子体处理玻璃纤维增强PP表面的研究.现代塑料加工应用,1995,7(6):20-23
    [3] Torstensson M, Ranby B, Hult A. Monomeric surfactants for surface modification of polymers. Macromolecules, 1990, 23: 126-130
    [4] Rao MH, Rao KN. Radiation induced grafting of mixed monomers onto polyester and polypropylene fibers. J Appl Polym Sci, 1987, 33:2707-2714
    [5] Inaba M, Ogumi Z, Takehara Z. Application of the solid polymer electrolyte method to organic electrochemistry. (ⅩⅣ). J Electrochem.Soc, 1993, 140:19-22
    [6] Memetea T, Stannett V. Radiation grafting to PET fibres. Polymer, 1979, 20:465-468
    [7] Shkolnik S, Behar D. Radiation-induced grafting of sulfonates on polyethylene. J Appl Polym Sci, 1982, 27:2189-2196
    [8] Haruvy Y, Rajbenbach LA. Grafting of acrylamide to nylon-6 by the electron-beam preirradiation technique. Ⅱ. Kinetic aspects and film permeability. J Appl Polym Sci, 1982, 27:2711-2723
    [9] Ishigaki I, Sugo T, Senoo K. Graft polymerization of acrylic acid onto polythylene film by preirradiation method. Ⅰ. Effects of preirradiation dose, monomer concentration, reaction temperature, and film thickness. J Appl Polym Sci, 1982, 27:1033-1041
    [10] Omichi H, Okamoto J. Synthesis of ion-exchange membranes by radiation-induced multiple grafting of methyl α, β, β-trifluoroacrylate. J Polym Sci: Polym Chem Ed, 1982, 20:521-528
    [11] Bhattacharyya SN, Maldas D. Radiation-induced graft copoymerization of mixtures of styrene and acrylamide onto cellulose acetate. Ⅰ. Effect of solvents. J Polym Sci: Polym Chem Ed, 1982, 20:939-950
    [12] Kaji K. Grafting of polyaerylic acid onto PE filament and its distribution. J Appl Polym Sci, 1983, 28:3767-3777
    [13] Okamoto J, Sugo T, Katakai A. Amidoxime-group-containing adsorbents for metal ions synthesized by radiation-induced grafting. J Appl Polym Sci, 1985, 30:2967-2977
    
    [14] O'Neill T. Grafting of acrylic acid onto radiation-peroxidized polypropylene film in the presence of ferrous ion. J Polym Sci, 1972, A10: 569-580
    [15] Matsuzaki K, Nakamura S, Shindo S. Radiation-induced graft copolymerization of mixtures of styrene and n-butyl acrylate onto cellulose and cellulose triacetate. J Appl Polym Sci, 1972, 16:1339-1355
    [16] Oster MI, Rogers CE. Modification of membrane permselectivity by graft copolymerization. J Appl Polym Sci, 1974, 18: 1359-1371
    [17] Kale PD, Lokhande HT. Grafting on polyester fibers. J Appl Polym Sci, 1975, 19: 461-480
    [18] Harris JA, Arthur JC. Radiation-initiated graft copolymerization of binary monomer mixtures containing acrylonitrile with cotton cellulose. J Appl Polym Sci, 1970, 14:3113-3128
    [19] Ratner BD, Weathersby PK, Hoffman AS. Radiation-grafted hydrogels for biomaterial applications as studied by the ESCA technique. J Appl Polym Sci, 1978, 22: 643-664
    [20] Chan CM. Polymer Surface Modification and Characterization, New York: Hanser Press, 1994, p201
    [21] Edge S, Walker S, Feast WJ, Pacynko WE Surface modification of polyethylene by photochemical grafting with 2-hydroxyethyl-methacrylate. J Appl Polym Sci, 1993, 47: 1075-1082
    [22] Chan CM. Polymer Surface Modification and Characterization, New York : Hanser Press, 1994, p204
    [23] Ogiwara Y, Torikoshi K, Kubota H. Vapor phase photografting of acrylic acid on polymer films: effects of solvent mixed with monomer. J Polym Sci, Polym Lett Ed,1982,20: 17-21
    [24] Yang WY, Ranby B. Bulk surface photografting process and its applications. I. Reactions and kinetics. J Appl Polym Sci, 1996, 62: 533-543
    [25] Uyama Y, Ikada Y. Graft polymerization of acrylamide onto UV-irradiated films. J Appl Polym Sci, 1988,36: 1087-1096
    [26] Calgare S. Photochemical grafting of acrylated Azo dyes onto polymeric surfaces. V.grafting of some acryloxy-substitute aromatic diazenes as model molecules onto polypropylene, polycaprolactam, and PET films. J Appl Polym Sci, 1982, 27: 527-533
    
    [27] Ang CH, Garnett JL, Levot R, Long MA. Radiation and UV grafting of monomers to polyolefins and cellulose acetate. Significance of these studies in reagent insolubilization reactions. J Macromol Sci-Chem, 1982, A17: 87-88
    [28] Kindo S, Nakamatsu T, Tsuda K. Graft copolymerization of methyl methacrylate on poly(phenyl vinylsulfide). J Macromol Sci-Chem, 1977, All(4): 719-732
    [29] Ihoue H, Konama S. Surface photografting of hydrophilic vinyl monomers onto diethyldithiocarbamated polydimethylsiloxane. J Appl Polym Sci, 1984,29: 877-889
    [30] Zhang PY, Ranby B. Surface modification by continuous graft copolymerization. II. Photoinitiated graft copolymerization onto polypropylene film surface. J Appl Polym Sci, 1991,43:621-636
    [31] Nito K, Suzuki S, Miyasaka K. Photoinduced acrylamide graft polymerization onto extended hard elastic polypropylene. J Appl Polym Sci, 1982,27: 637-643
    [32] Seiber RP, Needles HL. Photo-initiated vapor-phase grafting of acrylic monomers onto fibrous substrate in the presence of biacetyl. J Appl Polym Sci, 1975, 19: 2187-2206
    [33] Needles HL, Alger KW. Vapor-phase grafting of methyl acrylate on fiber surfaces treated with aqeous dispersions of metal oxides. J Appl Polym Sci, 1975, 19: 2207-2223
    [34] Harris JA, Arthur JC. Photoinitiated polymerization of glycidyl methacrylate with cotton cellulose. J Appl Polym Sci, 1978,22: 905-915
    [35] Zhang PY, Ranby B. Photoinitiated grafting at polymer surfaces, Part 2, Presented at "Polymer Surfaces and Interfaces", Durham, England, April 17,1985
    [36] Arai K, Ogiwara Y. Grafted chains as spacer for an insoluble polymer ligand.II. two-step polymerization using tetraethylthiuram disulfide as an initiator. J Appl Polym Sci, 1988,36:1651-1658
    [37] Zhang PY, Ranby B. Surface modification by continuous graft copolymerization. I. Photoinitiated graft copolymerization onto PE tape film surface. J Appl Polym Sci, 1990,40:1647-1661
    [38] Zhang PY, Ranby B. Surface modification by continuous graft copolymerization.III. photoinitiated graft copolymerization onto PET fiber surface. J Appl Polym Sci, 1990, 41: 1459-1467
    [39] Yang WT, Ranby B. The role of far UV radiation in the photografting process. Polymer Bulletin, 1996, 37:89-96
    [4
    
    [40] Yang WT, Rnby B. Radical living graft polymerization on the surface of polymeric material. Macromol, 1996, 29:3308-3310
    [41] Allmer K, Hult A, Rnby B. Surface modification of polymers. Ⅰ. Vapour phase photografting with acrylic acid. J Polym Sci, 1988, A26:2099-2111
    [42] 高志民,杨永源,冯树京,吴世康.聚丙烯表面光接枝及染色.感光科学与光化学,1984,(4):54-58
    [43] Kubota H, Ogiwara Y. Effect of water in vapor-phase photografting of vinyl monomers on polymer films. J Appl Polym Sci, 1991, 43:1001-1005
    [44] Yang WT, Rnby B. Bulk surface photografting process and its applications. Ⅱ. Principal factors affecting surface photografting. J Appl Polym Sci, 1996, 62:545-555
    [45] Allmer K, Hult A, Rnby B. Surface modification of polymers. Ⅱ. Grafting with glycidyl acrylates and the reactions of the grafted surfaces with amines. J Polym Sci, 1989, A27:1641-1652
    [46] 何明波,胡兴洲.预氧化聚烯烃膜的表面光接枝聚合.高分子学报,1989,(3):275-279
    [47] Mattson B, Stenberg B. Surface modification and stabilization of rubber materials: plasma polymerization and photografting. J Appl Polym Sci, 1993, 50:1247-1259
    [48] Bellobone IR, Tolusso F, Selli E. Photochemical grafting of acrylated Azo dyes onto polymeric surfaces.Ⅰ. grafting of 4-(N-ethyl, N-2-acryloxyethyl) amino,4-nitro, azobenzene onto polyamide and polypropylene fibers. J Appl Polym Sci, 1981, 26: 619-628
    [49] Rnby B, Gao ZM. Modification of polymer surfaces by graft copolymerization. Polym Prep, 1986, 272:38-39
    [50] Ogiwara Y, Kanda M. Photosensitized grafting on polyolefin films in vapor and liquid phases. J Polym Sci: Polym Lett Ed, 1981, 19:457-462
    [51] Rengarajan R, Vicic M, Lee S. Solid phase graft copolymedzation. Ⅰ. Effect of initiator and catalyst. J Appl Polym Sci, 1990, 39:1783-1791
    [52] Ang CH, Garner JL, Levotetal R. Photosensitized grafting of styrene, 4-vinylpyridine and methyl methacrylate to polypropylene. J Polym Sci: Polym Lett Ed, 1980, 18: 471-475
    
    [53] Tazuke S, Kimura H. Surface photografting. 2. Modification of polypropylene film surface by graft polymerization of acrylamide. Makromol Chem, 1978, 179: 2603-2612
    [54] Uchida E, Uyama Y, Ikada Y. Surface graft polymerization of acrylamide onto PET film by UV irradiation. J Polym Sci, 1989, A27: 527-537
    [55] Ogiwara Y, Kobayashi K, Kubota H. Effect of binary sensitizers on photografting of methacrylic acid on low-density polyethylene film. J Polym Sci, 1986, C24: 511-517
    [56] Imoto M, Otsuki T, Kimura K. Vinyl polymerization. IV. Influence of dimethylaniline on solution polymerization of vinyl chloride catalyzed by benzoyl peroxide. J Polym Sci, 1955, 15:474-484
    [57] Sato T, Otsu T. Vinyl polymerization initiated with dimethylaniline N-oxide and metal salts. Makromol Chem, 1969, 125: 1-14
    [58] Sato T, Otsu T. Initiation of radical polymerization with N-acyloxytrialkylammonium tetraphenylborates. Makromol Chem, 1970, 137: 43-49
    [59] Needles HL, Alger KW. Photo-induced polymerization of methyl acrylate vapors on prewetted polyamide and polyester fibers. J Appl Polym Sci, 1978, 22: 3405-3418
    [60] Davis NP, Garnett JL. The role of solvent alcohol in the photosensitized copolymerization of styrene to cellulose. Polym Lett Ed, 1976, 14: 537-541
    [61] Needles HL, Alger KW. Photo-induced polymerization of methyl acrylate vapors on prewetted polyamide and polyester fibers. J Appl Polym Sci, 1978, 22: 3405-3418
    [62] Kubota H, Murata Y, Ogiwara Y. Effect of solvent in photo-induced graft copolymerization of vinyl monomers on cellulose. J Polym Sci, Polym Chem Ed, 1973, 11:485-492
    [63] Oster G, Shibata O. Graft copolymer of polyacrylamide and natural rubber produced by means of ultraviolet light. J Polym Sci, 1957, 26: 233-234
    [64] Ogiwara Y, Koike N, Kibota H. Factors affecting photografting of methacrylic acid on polyethylene film in liquid phase system. J Appl Polym Sci, 1988, 35: 1473-1481
    [65] Capek I, Barton J. Photoiniation. IV. The effect of lewis acid on the vinyl monomer polymerization photoinitiated by aromatic hydrocarbons. J Polym Chem Ed, 1979, 17:937-942
    [66] Kubota H,Yoshino N, Ogiwara Y. Vapor phase photografting on LDPE film in binary monomer systems. J Appl Polym Sci, 1990, 39: 1231-1239
    
    [67] Loh TC, Tan KL, Kang ET, Uyama Y, Ikada Y. Structural studies of PE, PET and PS films modified by near UV light induced surface graft copolymerzation. Polymer, 1995, 36: 21-27
    [68] Goldblatt RD, Park JM, White RC. Photochemical surface modification of PET. J Appl Polym Sci, 1989, 37: 335-347
    [69] Tazuke S, Kimura H. Surface photografting.I. Graft polymerization of hydrophilic monomers onto various polymer films. J Polym Sci: Polym Lett Ed, 1978, 16: 497-502
    [70] Ogiwara Y, Tarumi M, Kubota H. Photoinduced grafting of acrylamide onto polyethylene film by means of two-step method. J Appl Polym Sci, 1982, 27: 3743-3750
    [71] Kubota H. Distribution of methacrylic acid-grafted chains introduced into polyethylene film by photografting. J Appl Polym Sci, 1990,41: 689-695
    [72] Lou TC, Lau CB, Tan KL, Kang ET. Surface modification of polyamide films by graft copolymerization. J Appl Polym Sci, 1995, 56: 1707-1713
    [73] Kubota H, Koike N, Ogiwara Y. Location of methacrylic-acid-grafted chains introduced into polyolefin films by means of photografting. J Polym Sci, 1987, C25: 273-278
    [74] He MB, Hu XZ. Photo-stabilization of polypropylene film by surface photo-grafting. Polym Degrad Stab 1987, 18: 321-328
    [75] Uyama Y, Tadokoro Y, Ikada Y. Surface lubrication of polymer films by photoinduced graft polymerization. J Appl Polym Sci, 1990, 39: 489-498
    [76] Sakai Y, Rao VL, Sadaoka Y. Humidity sensor composed of a microporous film of polyethylene-graft-poly(2-acrylamido-2-methylpropane sulfonate). Polym Bulletin, 1987, 18: 501-506
    [77] Kubota H, Nagaoka N, Katakai R. Temperature-responsive characteristics of N-isopropylocrylamide-grafted polymer films prepared by photografting. J Appl Polym Sci, 1994, 51:925-929
    [78] Bellobono IR, Selli E, Polissi A. Immobilization of biocatalysts by photochemically grafted membranes: some studies with catalase as model system. Biotechnol Bioeng, 1991,35:646-649
    [79] Pashova US, Geovgiev GS, Dakov VA. Photoinitiated graft copolymerization of glycidyl methacrylate and 2-hydroxyethyl methacrylate onto polyacrylonitrile and application of the synthesized graft copolymers in penicillin-arnidase immobilization. J Appl Polym Sci, 1994, 51:807-813
    [8
    
    [80] Arai K, Ogiwara Y. Effect of a grafted chain as spacer of an insoluble polymeric ligand on the adsorption behavior and the influence on the catalytic activity of the Cu(Ⅱ) complex. Macromol Chem, 1987, 188:1067-1073
    [81] Kubota H. Polymeric peroxides with structures of peracid and diacyl peroxide types derived from acrylic acid-grafted polyethylene and hydrogen peroxide. Reactive Polym, 1992, 17:263-271
    [82] 韦亚兵,冯震国,吴昭玉.聚丙烯薄膜表面的光化学接枝改性.江苏化工,1994,22:26-28
    [83] 郭锴,李军,伊敏.聚合物光接枝表面改性的研究与应用.大学化学,1999,14:7-12
    [84] 白功健,胡兴洲.聚合物的表面光接枝改性.高分子通报,1995:(1):27-33
    [85] 杨万泰,尹梅贞.表面光接枝技术及应用.影像技术,1998,(3):5-10
    [86] Yang WT, Rnby B. Bulk surface photografting process and its applications. Ⅲ. Photolamination of polymer films. J Appl Polym Sci, 1997, 63:1723-1732
    [87] Dewilde MC, Smets G. Copolymèrisation de I'anhydride malèique avec diffèrents monomères vinyliques. J Polym Sci, 1950, 5:253-258
    [88] Odian G. Principles of Polymerization, New York: John Wiley and Sons, 1991, p281
    [89] Lang JL, Pavelich WA, Clarey HD. Homopolymerization of maleic anhydride. Ⅰ. Preparation of the polymer. J Polym Sci, 1963, A1: 1123-1136
    [90] Akbulut U, Hacioglu B. Electroinitiated polymerization of MAH by direct electron transfer. J Polym Sci, 1991, A29:219-224
    [91] Pattanayak NK, Nayak B. Electroinitiated polymerization of MAH Macromol Chem, 1986, 187:1337-1344
    [92] Gaylord NG, Maiti S, Dixit SS. Donor-acceptor complex in copolymerization ⅩⅩⅩⅨ.alternalting diene-dienophile copolymers. 6. Photosensitized copolymerization of conjugated dienes and MAH. J Macromol Sci-Chem, 1972, A6(8): 1521-1532
    [93] Vukovic R, Kuresevie V, Fles D. Copolymerization of α-phenylvinyl alkyl ethers and maleic anhydride. J Polym Sci: Polym Chem Ed, 1977, 15:2981~2985
    
    [94] Gaylord NG, Maiti S, Patnaik BK, Takahashi A. Donor-acceptor complexes in copolymerization XXXVI. Alternalting diene-dienophile copolymers. 4. copolymerization of furan and 2-methylfuran with maleic anhydride. J Macromol Sci-Chem, 1972, A6: 1459-1480
    [95] Butler GB, Badgett JT, Sharabashi M. Characterization of the CTC from furan and MAH and the alternalting copolymer. J Macromol Sci-Chem, 1970, A4: 51-63
    [96] Caze C, Loucheux C. Mechanism of the radical copolymerization of methyl methacrylate and MAH. J Macromol Sci-Chem, 1978, A12(10): 1501-1512
    [97] Frank RS, Downeym JS, Stover HDH. Synthesis of divinylbenzene-maleic anhydride microspheres using precipitation polymerization. J Polym Sci, 1998, A36: 2223-2227
    [98] Rzaev ZMO, Akovali G, Salamova U. Effects of complex formation and cyclization in radical copolymerization of ally (metha) acrylates with maleic anhydride. J Polym Sci, 1998, A36: 1501-1508
    [99] Zhou W, Dong JH, Qiu KY, Wei Y. Preparation and properties of poly(styrene-co-maleic anhydride)/silica hybrid materials by the situ sol-gel process. J Polym Sci, 1998, A36: 1607-1613
    [100] Akbulut U, Hacilglu B. Electroinitiated polymerization of MAH by direct electron transfer. J Polym Sci, 1991, A29: 219-224
    [101] Cowie JMG. Alternalting Copolymers, New York: Plenum Press, 1985, p47
    [102] Trivedi BC, Culberteson BM. Maleic Anhydride, New York: Plenum Press, 1982, p307
    [103] Lang JL, Pavelich WA, Clarey HD. The homopolymerization of maleic anhydride. J Polym Sci, 1961, 55: S31-S32
    [104] Nagahiro I, Nishihara K, Sakota N. Photoinduced polymerization of maleic anhydride in dioxane. J Polym Sci: Polym Chem Ed, 1974, 12: 785-792
    [105] Takakura K, Hayashi K, Okamura S. Polymerization of cyclic ethers in the presence of maleic anhydride. Part II. Investigation of the polymerization mechanism. J Polym Sci, 1966, A-l: 4, 1747-1757
    [106] Gaylord NG, Maiti S. Participation of excited species in radical catalyzed homopolymerization of maleic anhydride. J Polym Sci: Polym Lett Ed, 1973, 11:253-256
    [107] Roover BDe, Sclavons M, Carlier V, Devaux J, Legras R, Momtaz A. Molecular characterization of MAH-functionalized polypropylene. J Polym Sci, 1995, A33: 829-842
    [1
    
    [108] Ganzeveld K J, Janssen LPB. A mixing model for multicomponent reactions in twin screw extruders applied to the polymerization of urethanes. Polym Eng Sci, 1992, 32: 457-466
    [109] 杨明山.马来酸酐固相接枝PP的研究.塑料工业,1995,(2):6-9
    [110] 余剑英,周祖福,程景飞,闻荻江.紫外光辐照聚丙烯及其应用研究.功能高分子学报,1999,12:312-314
    [111] 刘才林,王琪.聚丙烯固相力化学接枝马来酸酐.高分子材料科学与工程,1999,15(3):85-88
    [112] Foster R. Organic Charge-Transfer Complex, London: Academic Press, 1969.
    [113] George G, Konstantinov C, Kabaivanov V. Role of the charge transfer complex during the copolymerization of N-vinyl pyrrolidone and MAH. Macromolecules, 1992, 25: 6302-6308
    [114] Boudevska H, Platchkova S. The influence of molecular interaction on polymerization.5. Copolymerization of benzyl methacrylate with MAH. Makromol Chem, 1981, 182:1119-1125
    [115] Goksel C, Hacioglu B, Akbulut U. Spontaneous copolymerization of MAH and N-vinylimidazole in 1,4-dioxane. I. Charge thansfer complexation and kinetics of the copolymerization. J Polym Sci, 1997, A35:3735-3743
    [116] Vukovic R, Kuresevi V, Fles D. Alternalting copolymerization of-methyl-styrene and MAH. J Polym Sci, 1987, A25:327-335
    [117] Chang Y, McCormick CL. Water-soluble copolymers.47. Copolymerization of MAH and N-vinyl formamide. Macromolecules, 1993, 26:4814-4817
    [118] Jones JA, Ottenbrite RM. Preparation and structural characterization of poly(4-vinylphenylacetate-co-MAH). J Polym Sci, 1986, A24:1487-1495
    [119] Fles D, Vukovic R, Kuresevic V, Radieevic R. The influence of steric factors on the mechanism of copolymerization of phenylvinyl alkyl ethers and MAH. J Polym Sci, 1981, A19:35-43
    [120] Ratzsch M. The role of charge transfer monomer complexes in radical copolymerization. Makromol Chem, 1984, 185:2411-2420
    
    [121] Hill DJT, O'Donnell JH, O'Sullivan PW, Pomery PJ, Whittaker AK. An ESR study of the UV photolysis of styrene and maleic anhydride at 90K. J Macromol Sci-Chem, 1985, A22: 403-414
    [122] Barton J, Capek I. Copolyerization of styrene with maleic anhydride photoinitiated by the excited charge-transfer-complex styrene-maliec anhydride. Makromol Chem, 1980, 181:241-253
    [123] Deb PC, Meyerhoff G. Study on kinetics of copolymerization of styrene and maleic anhydride in dioxane. Eur Polym J, 1984,20: 713-719
    [124] Caze C, Louchex C. Charge transfer complexes. Competition between donor and solvent for the acceptor. A new method of study. I. Case of MAH and vinyl comonomers: styrene and vinyl acetate. J Macromol Sci-Chem, 1973, A7(4): 991-1005
    [125] Vukovic R, Kuresevic V, Fles D. Alternating copolymerization of -methylstyrene and MAH. J Polym Sci, 1987, A25: 327-335
    [126] Arnaud R, Caze C, Fossey J. Studies of radical alternalting copolymerization.I. Quantitative determination of the relative reactivities between free comonomers and a complex between them. A. Theoretical treatment in terms of frontier molecular orbital interactions, application to radical MAH-vinyl acetate alternalting copolymerization. J Macromol Sci-Chem, 1980, A14(8): 1269-1284
    [127] Ghesqulere D, Arnaud R, Caze C. Conformational and nuclear magnetic resonance studies of the charge transfer complex between vinyl acetate and maleic anhydride. Reactivity of this complex in radical alternalting copolymerization. J Phys Chem,1979,83:2029-2034
    [128] Caze C, Louchex C. Mechanism of alternalting copolymerization of vinyl acetate and maleic anhydride. J Macromol Sci-Chem, 1975, A9(l): 29-43
    [129] Caze C, Louchex C. Studies of radical alternalting copolymerization. II. Influence of CTC between comonomers on the microstructure of the copolymers. Case of MAH and VAC. J Macromol Sci-Chem, 1981, A15(l): 95-105
    [130] Seymoud RB, Garner DP, Sanders LJ. Alternalting and random copolymers of vinyl acetate and maleic anhydride. J Macromol Sci-Chem, 1979, A13(2): 173-181
    [131] Torres A, Castano F, Alvarino JM. The charge transfer complex MAH-tetrahydrofuran and its role as photosensitizer in the polymerization of methyl methacrylate. Makromol Chem, 1978, 179:2653-2661
    [1
    
    [132] Foster R, Hammick DLI, Wardley AA. J Am Chem Soc, 1953, 3817
    [133] Hanna MW, Ashbaugh AL. Nuclear magnetic resonance study of molecular complexes of 7,7,8,8-tetracyanoquinodimethane and aromatic donors. J Phys Chem, 1964, 68: 811-816
    [134] Ellinger LP. Advances in Macromolecular Chemistry, Ⅵ, New York: Academic Press, 1968, p169
    [135] Tsuchida E, Tomono T. Discussion on the mechanism of alternalting copolymerization of styrene and maleic anhydride. Makromol Chem, 1971, 141:265-298
    [136] Suzuki S, Inoue Y, Ando I, Chujo R. Correlation between ESCA and NMR chemical shifts of carbon in linear polymers. Polym J, 1975, 7:8-13
    [137] 董宇平,封麟先,杨士林,沈家骢.羰基在电荷转移络合过程中的作用及络合组成比的影响.高等学校化学学报,1992,13:1002-1005
    [138] Shirota Y, Mikawa H. Thermally and photochemically induced charge-transfer polymerizations. J Macromol Sci-Rev Macromol Chem, 1977-1978, C16(2): 129-196
    [139] Hill DJT, O'Donnell J, O'Sullivarn PW. The role of donor-acceptor complexes in polymerization. Prog Polym Sci, 1982, 8:215-276
    [140] Nozaki K. Reactivity of monomers in copolymerization. J Polym Sci, 1946, 1: 455-456
    [141] Hill DJT, O'Donnel J, O'Sullivan PW. Analysis of the mechanism of copolymerization of styrene and maleic anhydride. Macromolecules, 1985, 18:9-17
    [142] Butler GB, Olson KG, Tu CI. Monomer orientation control by donor-acceptor complex participation in altemalting copolymerization. Macromolecules, 1984, 17:1884-1887
    [143] 应圣康,余丰年.共聚合原理,北京:化学工业出版社,1984,p380
    [144] Yoshimura M, Mikawa H, Shirota Y. Studies on the mechanism of altemalting radical copolymerization: quantitative separation of the participation of the free monomer and the CTC monomer in the N-vinylcarbazole-diethylfumarate and N-vinyl carbazole-fumatonitrile and N-vinylcarbazole-fumaronitrile systems. Macro-molecules, 1978, 11:1085-1091
    [145] Yoshimura M, Nogami T, Yokayama M. Studies on the mechanism of alternalting radical copolymerization. Quantitative treatment of the initial copolymerization rate. Macromolecules, 1976, 9:211-213
    [1
    
    [146] Karad P, Schneider C. Role of monomer charge-transfer complexes in the free-radical copolymerization of styrene and fumarodinitrile. J Polym Sci: Polym Chem Ed, 1978, 16:1137-1145
    [147] 单国荣,黄志明,翁志学,潘祖仁.乙烯基单体共聚合机理和动力学处理新方法.全国高分子学术论文报告会论文集,第1卷,合肥,1997,p299
    [148] Roffey CG. Photogeneration of Reactive Species for UV Curing, New York: John Wiley & Sons, 1997, p352
    [149] Uchida E, Uyama Y, Ikada Y. A novel method for graft polymerization onto PET film surface by UV irradiation without degassing. J Appl Polym Sci, 1990, 41:677-687
    [150] Roffey CG. Photogeneration of Reactive Species for UV Curing, New York: John Wiley & Sons, 1997, p305
    [151] Roffey CG. Photogeneration of Reactive Species for UV Curing, New York: John Wiley & Sons, 1997, p311
    [152] 冯新德.高分子化学,北京:科学出版社,1981,p80
    [153] 顾庆超.化学用表,南京:江苏科学技术出版社,1979,p5~26
    [154] 严庆,徐文英,Rnby B.光交联聚乙烯材料的光稳定研究.高分子学报,1990,(5):559-563
    [155] Skowronski TA, Rabek JF, Rnby B. Effects of additives on photodegradation of polymers: photosensitized crosslinking ofPVC. Polym Photochem, 1984, 5:77-92
    [156] Chen YL, Rnby B. Photocrosslinking of polyethylene. Ⅰ. Photoinidators, crosslinking agent, and reaction kinetics. J Polym Sci, 1989, A27:4051-4075
    [157] Chen YL, Rnby B. Photocrosslinking of polyethylene. Ⅱ. Properties of photocrosslinked polyethylene. J Polym Sci, 1989, A27:4077-4086
    [158] Qu BJ, Rnby B. Photocross-linking of LDPE. Structure and morphology. J Appl Polym Sci, 1993, 48:711-719
    [159] Qu BJ, Xu YH, Shi WF, Rnby B. Photoinitiated cross-linking of LDPE. 6 Spin-trapping ESR studies on radical intermediates. Macromoleeules, 1992, 25: 5216-5219
    [160] Qu BJ, Xu YH, Shi WF, Rnby B. Photoinitiated crosslinking of LDPE. 7. Initial radical reactions with model compounds studied by spin-trapping ESR spectroscopy. Macromolecules, 1992, 25:5220-5224
    [1
    
    [161] Yan Q, Xu WY, and Rnby B. Photoinitiated crosslinking of LDPE. Ⅰ. Reaction and kinetics. Polym Eng Sci, 1991, 31:1561-1566
    [162] Yan Q, Xu WY, and Rnby B. Photoinitiated crosslinking of LDPE. Ⅱ. Morphology and properties. Polym Eng Sci, 1991, 31:1567-1571
    [163] Kuhlmann R, Schnabel W. Laser flash photolysis investigations on primary processes of the sensitized polymerization of vinyl monomers: Ⅰ. Experiments with benzophenone. Polymer, 1976, 17:419-422
    [164] 廖爱德,徐文烈,钟建权.马来酸酐自由基聚合.中山大学学报,1997,36:76
    [165] 路建美,朱秀林,朱健,余俊.马来酸酐的微固相聚合研究.高分子材料科学与工程,1999,15:158-160
    [166] Rege W, Schneider C. Poly(maleic anhydride)-synthesis and proof of structure. Makromolek Chem, 1981, 182:237-242
    [167] Rzaev AMO. Complex-radical terpolymerization of glycidyl(methyl) methacrylates, styrene, and MAH. J Polym Sci, 1999, A37:1095-1102
    [168] 顾辉,张志谦,魏月贞.聚丙烯粉料固相光接枝马来酸酐的研究.高分子学报,1998,(5):603-607
    [169] 周持兴,张勇.马来酸酐接枝聚丙烯的进展.现代塑料加工应用,1993,5:51-55
    [170] 薛锋,赵建青,黄涛,沈家瑞.马来酸酐功能化聚丙烯.塑料工业,1996,(4):58-61
    [171] Sathe SN, Rao GSS, and Devi S. Grafting of MAH onto polypropylene: synthesis and characterization. J Appl Polym Sci, 1994, 53:239-245
    [172] 冯绍华,胥振芹.LDPE,PP熔融接枝马来酸酐反应的影响因素.青岛化工学院学报,1999,20:257-260
    [173] Gaylord NG, Mishra MK. Nondegradetive reaction of maleic anhydride and molten polypropylene in the presence of peroxides. J Polym Sci, Polym Lett Ed, 1983, 21: 23-30
    [174] Tsuchida E, Tomono T, Sano H. Solvent effects on the altemalting copolymerization systems. Makromolek Chem, 1972, 151: 245-264
    [175] Yang DN, Viswanathan K, Hoyle CE. Studies of initiation mechanism of maleimide/vinyl ether copolymerizations. The World RadTech'2000 of UV/EB Proceedings, The Premier UV/EB Conference and Exhibition, April 9-12, 2000, Baltimore Convention Center, Baltimore, MD, p221-230
    
    [176] Trivedi BC, Culberteson BM. Maleic Anhydride, New York: Plenum Press, 1982, pi85
    [177] Trivedi BC, Culberteson BM. Maleic Anhydride, New York: Plenum Press, 1982, p78
    [178] Gaylord NG, Koo JY. Sythesis and photocrosslinking reaction of the polymer with pendant p-(2-benzoyl vinyl) cinnamate. J Polym Sci: Polym Lett Ed, 1981, 19, 113-117
    [179] Trivedi BC, Culberteson BM. Maleic Anhydride, New York: Plenum Press, 1982, p187
    [180] Hayakawa K, Kawase K, Yamakita H. Vapor-phase graft copolymerization of binary solid monomers onto poly(ethylene-co-vinyl acetate) film by ultraviolet irradiation. J Polym Sci: Polym Chem Ed, 1979, 17: 3337-3348
    [181] Aida H, Tanaba R, Uchida S, Mondori Y. Asahi Garasu Kogyo Gijutsu Shoreikai Kenkyu Hokohu, 1978, 32: 231 (Chem Abstr, 1979, 91: 108296u)
    [182] 尹梅贞,“可控制/活性自由基非均相接枝聚合的研究”.北京化工大学硕士学位论文,1999, p45
    [183] Inoue Y, Chujo R, Nishioka A. Carbon-13 Nuclear magnetic resonance spectroscopy of poly(vinyl acetate) and poly(vinyl alcohol). Polym J, 1975, 4: 244-252
    [184] Kalnu T, Ovenall DW, Reddy G. J Polym Sci: Polym Chem Ed, 1974, 12: 901
    [185] Georgiev GS, Zubov VP. Mechanism of alternalting copolymerization-I. Kinetic method for the determination of the ratio of constants for the addition of donor-acceptor complexes and free monomers to the propagating centre. Eur Polym J,1978,14:93-100
    [186] Li P, Xu JJ, Wu C. Surface functionalization of polymer latex particles.III. A convenient method of producing uitrafine poly(methylstyrene) latexes with aldehyde groups on the surface. J Polym Sci, 1998, A36: 2103-2109
    [187] Lin JS, Sheu EY, Jois YHR. The effect of extruder temperature and maleated polypropylene on polypropane/Nylon-6,6 blend: a small angle X-ray scattering study. J Appl Polym Sci, 1995, 55: 655-666
    [188] Subramanian N, Nelson TJ. Mechanical properties of blends of Nylon-6 with chemically modified polypropylene. Polym Plast Techn Eng, 1993, 32: 635-645
    [189] Endo R, Hinokuma T, Takeda M. Studies of solution properties of copolymers. II. Copolymer of maleic anhydride and styrene. J Polym Sci, 1968, A-2, 6:665-673
    [1
    
    [190] 李善君,纪圭才,李橦,程极济.高分子光化学原理与应用,上海:复旦大学出版社,1993,p110

© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号

地址:北京市海淀区学院路29号 邮编:100083

电话:办公室:(+86 10)66554848;文献借阅、咨询服务、科技查新:66554700