Page 132 - 《精细化工》2022年第9期
P. 132

·1850·                            精细化工   FINE CHEMICALS                                 第 39 卷

                                                                   2018, 10(43): 37609-37617.
                                                               [3]   LI Z Q (李振泉), YAN H (延辉),  SONG X W (宋新旺),  et al.
                                                                   Structural properties of zwitterionic surfactants sulfobetaine[J]. Acta
                                                                   Chimica Sinica (化学学报), 2011, 69(8): 49-55.
                                                               [4]   KELLEPPAN V T, KING J P, BUTLER C S G, et al. Heads or tails?
                                                                   The synthesis, self-assembly, properties and uses of  betaine and
                                                                   betaine-like surfactants[J]. Adv Colloid Interface Sci, 2021, 297: 102528.
                                                               [5]   QI H, BAI Z G, ZHANG Q Z, et al. Synthesis of a gemini betaine
                                                                   surfactant and its  properties as foam drainage agent[J]. Tenside
                                                                   Surfact Det, 2018, 55(2): 142-147.
                                                               [6]   GUO S F, WANG H Y, SHI J, et al. Synthesis and properties of a
                                                                   novel alkylhydroxyl-sulfobetaine zwitterionic  surfactant  for enhanced
                                                                   oil recovery[J]. J Pet Explor Prod Technol, 2015, 5(3): 321-326.
                                                               [7]   DONG S J, LI Y L, SONG Y B, et al. Synthesis, characterization and
                                                                   performance of unsaturated long-chain carboxybetaine and hydroxy
                                                                   sulfobetaine[J]. Journal of Surfactants and Detergents, 2013, 16(4):

            图 3  C 18 DAMSB(a)、UC 18 AMP3SB(b)及 R 18 DMSA          523-529.
                                                               [8]   SHI J J (石晶金), LI J (李杰), XU J T (许锦涛), et al. The effect of
                  (c)与长庆原油间界面张力随时间的变化                              dodecyl hydroxypropyl sulfobetaine in biofilm of  Staphylococcus
            Fig. 3    Change of interfacial tension between C 18 DAMSB   epidermidis[J]. Journal of Biology (生物学杂志), 2021, 38(2):
                   (a), UC 18 AMP3SB (b) and R 18 DMSA (c) and   [9]   46-50, 83.
                                                                   GAO M (高明), SONG K P (宋考平), CHEN T P (陈涛平), et al. A
                   Changqing crude oil with time                   new sulphobetaine as surfactant for EOR in low permeability
                                                                   sandstone reservoirs[J]. Oilfield Chemistry (油田化学), 2008,  (3):
                                                                   265-267, 244.
                                                               [10]  ZHANG J Y (张佳瑜), YAN T T (闫婷婷), ZHANG S (张盛), et al.
            3    结论                                                Synthesis and properties of a novel rosin-based sulfonyl betaine
                                                                   zwitterionic surfactant[J]. Petrochemical Technology (石油化工),
                                                                   2020, 49(2): 166-169.
                (1)以 11-(3,4-二甲基-苯基)-硬脂酸甲酯、油酸                  [11]  KUMAR R, KALUR G C, ZISERMAN L, et al. Wormlike micelles
            甲酯、硬脂酸甲酯、3-二甲胺基丙胺、1,3-丙磺酸内                             of a C22-tailed zwitterionic betaine surfactant: From  viscoelastic
                                                                   solutions to elastic gels[J]. Langmuir, 2007, 23(26): 12849-12856.
            酯为原料,通过两步反应合成了 3 种长脂肪链酰胺                           [12]  CHU Z L, FENG Y J, SU X, et al. Wormlike micelles and solution
                                                                   properties of a C22-tailed amidosulfobetaine surfactant[J]. Langmuir,
                                  1
            丙基磺基甜菜碱。通过 HNMR 及 MS 表征,确认                             2010, 26(11): 7783-7791.
                                                               [13]  FENG D, ZHANG Y  M,  CHEN Q S,  et al. Synthesis and surface
            合成产物分子结构正确。                                            activities of amidobetaine surfactants with ultra-long  unsaturated
                (2)对 C 18 DAMSB、UC 18 AMP3SB 及 R 18 DMSA           hydrophobic chains[J]. Journal of Surfactants and Detergents, 2012,
                                                                   15(5): 657-661.
            性能测试发现,3 种长脂肪链酰胺丙基磺基甜菜碱                            [14]  CAI H Y (蔡红岩), WANG Q (王强), WANG H Z (王红庄), et al.
                                                                   Preparation and activities of erucylamidopropyl carboxyl betaine[J].
                                                        –5
            均具有良好的表/界面活性,临界胶束浓度在 1.57×10 ~                         Fine Chemicals (精细化工), 2014, 31(5): 638-642, 680.
                   –4
            4.14×10  mol/L,对应的表面张力分别为 28.89、                   [15]  CHU Z L, FENG  Y J. A facile route towards the preparation  of
                                                                   ultra-long-chain amidosulfobetaine surfactants[J]. Synlett, 2009,
            31.51 及 33.23 mN/m。同时,具有良好的耐盐耐温                        (16): 2655-2658.
                                                               [16]  TSUJII K, MINO  J. Krafft point depression of some zwitterionic
            性/乳化性能和泡沫性能。                                           surfactants by inorganic salts[J]. The Journal of Physical Chemistry,
                                                                   1978, 82(14): 1610-1614.
                (3)相较于 R 18 DMSA 疏水基中的饱和脂肪链,                   [17]  LIU Y  Y (刘玉莹), PAN Z W (潘忠稳), LI K B (李凯波),  et al.
                                                                   Synthesis and properties of Gemini surfactant with phthalate[J]. Fine
            C 18 DAMSB 疏水链中的芳烷基和 UC 18 AMP3SB 疏水                   Chemicals (精细化工), 2011, 28(6): 535-538.
            链中的双键的引入可以使磺基甜菜碱的临界胶束浓                             [18]  AN Y J (安英杰),  LI T T (李田田), WANG R L (王若琳),  et al.
                                                                   Preparation  of  dodecenyl succinatecyclodextrin ester and  its
                                 –5
                                             –4
            度分别降低至 1.57×10 及 1.29×10  mol/L,对应                     emulsifying properties[J]. Fine Chemicals (精细化工), 2021, 38(1):
                                                                   97-102.
            的表面张力分别降低至 28.89 及 31.35 mN/m,有效                   [19]  YANG J S (杨继生), CHEN S B (陈生碧), FANG Y (方云). Effect
                                                                   of surfactants on the shear viscosity of dilute aqueous solutions of
            地提升磺基甜菜碱的表/界面活性,其中芳烷基的提                                sodium alginate[J]. Acta Physico-Chimica Sinica (物理化学学报),
            升作用更加显著;而对于乳化能力而言,芳烷基增                                 2009, 25(4): 752-756.
                                                               [20]  QU G M, CHENG J H, WEI J J, et al. Synthesis, characterization
            强了 C 18DAMSB 的亲油性,双键增强了 UC 18AMP3SB                    and surface properties of series sulfobetaine surfactants[J]. Journal of
                                                                   Surfactants and Detergents, 2011, 14(1): 31-35.
            的亲水性。                                              [21]  FENG Y J, CHU Z L. Correlating surface activity with structural and
                                                                   environmental parameters for alkylamidosulfobetaine surfactants[J].
                 总而言之,制备的长脂肪链酰胺丙基磺基甜菜                              Colloid Polym Sci, 2016, 294(6): 957-963.
            碱均具有良好的表/界面活性、耐盐性、乳化性能和                            [22]  YU H J (于洪江), LIU Y (刘玉), XIAO Z H (肖志海). Synthesis and
                                                                   properties of erucoylamidopropyl hydroxysulfobetaine[J].  China
            泡沫性能。因此,具有良好的应用前景。相比较而                                 Surfactant Detergent & Cosmetics (日用化学工业), 2014, 44(1):
                                                                   19-22, 30.
            言,C 18 DAMSB 的表/界面活性最佳,在石油开采等                      [23]  WEERS J G,  RATHMAN J F, AXE F U,  et al. Effect of the
                                                                   intramolecular charge separation distance on the solution properties
            领域的应用潜力更大。然而目前的合成成本较高,                                 of betaines and sulfobetaines[J]. Langmuir, 1991, 7(5): 854-867.
            需要通过工艺优化降低成本,以大规模推广应用。                             [24]  ZHAO T T (赵涛涛), GONG H J (宫厚健), XU G Y (徐桂英), et al.
                                                                   Investigation of salts tolerance of anionic surfactants in aqueous
                                                                   solutions[J]. Oilfield Chemistry (油田化学), 2010, 27(1): 112-118.
            参考文献:                                              [25]  GUO S F (郭淑凤). Synthesis of temperature-resistant and salt-resistant
                                                                   modified betaine surfactant MBS16 and indoor performance evaluation
            [1]   WU A L, GAO Y N, ZHENG L Q. Zwitterionic amphiphiles: Their   [J]. Oilfield Chemistry (油田化学), 2016, 33(3): 477-480, 486.
                 aggregation behavior and applications[J]. Green Chem, 2019, 21(16):   [26]  LIU X C (刘笑春), WANG D W (王大伟), ZHOU J (周进), et al.
                 4290-4312.                                        Preparation and performance evaluation of low interfacial tension oil
            [2]   WANG H F, HU Y, LYNCH D, et al. Zwitterionic polyurethanes with   displacing agent HW-2[J]. Applied Chemical Industry (应用化工),
                 tunable surface and bulk properties[J]. ACS Appl Mater Interfaces,   2019, 48(12): 2886-2889.
   127   128   129   130   131   132   133   134   135   136   137