Research progress in effect of gel on crystallization process

ZHANG Wencheng; GONG Junbo; DONG Weibing; WU Songgu

doi:10.11949/0438-1157.20190754

您当前的位置：

首页 >

文章列表页 >

Research progress in effect of gel on crystallization process

Reviews and monographs | 更新时间：2026-07-24

- Research progress in effect of gel on crystallization process
- CIESC Journal Vol. 71, Issue 2, Pages: 487-499(2020)
- 作者机构：
  
  1. 天津大学化学工程联合国家重点实验室, 天津 300072
  2. 青海民族大学化学化工学院, 青海,西宁 810007
- 作者简介：
- 基金信息：
- DOI：10.11949/0438-1157.20190754
  CLC： TQ 420.6⁺1
- Received：02 July 2019，
  
  Revised：2019-10-17，
  
  Online First：14 August 2020，
  
  Published：05 February 2020
- 稿件说明：
移动端阅览
张文铖, 龚俊波, 董伟兵, 吴送姑. 凝胶对结晶过程影响的研究进展[J]. 化工学报, 2020, 71(2): 487-499

ZHANG Wencheng, GONG Junbo, DONG Weibing, WU Songgu. Research progress in effect of gel on crystallization process[J]. CIESC Journal, 2020, 71(2): 487-499
张文铖, 龚俊波, 董伟兵, 吴送姑. 凝胶对结晶过程影响的研究进展[J]. 化工学报, 2020, 71(2): 487-499 DOI： 10.11949/0438-1157.20190754.

ZHANG Wencheng, GONG Junbo, DONG Weibing, WU Songgu. Research progress in effect of gel on crystallization process[J]. CIESC Journal, 2020, 71(2): 487-499 DOI： 10.11949/0438-1157.20190754.

摘要

相比于传统的溶液相结晶，凝胶用作结晶介质时，由于能抑制对流和减慢溶质分子的扩散，除了能提供较大的过饱和度且不会导致爆发成核，以及使溶质分子在生长面上连续地生长之外，还可以通过设计特定的凝胶剂为溶质分子提供模板或者活性成核位点，这使得凝胶相结晶成为了一种有效的结晶控制手段，引起了研究人员的广泛关注。综述了高分子凝胶、超分子凝胶以及无机凝胶如何有效地控制结晶成核和生长的速度，调控晶型、晶习和晶体粒度，简单介绍了微凝胶在溶液相结晶中的作用，以及凝胶相结晶未来的发展趋势。

Abstract

Compared with the traditional solution phase crystallization

when the gel is used as a crystallization medium

it can suppress convection and reduce the diffusion of the solute molecules. So a high supersaturation without causing explosive nucleation can be obtained and allowing the solute molecules continuous growth on the crystal surface. Gel is also possible to provide as a template or active nucleation sites by designing a specific gel agent. It makes the crystallization in gel is an effective control means and causes extensive attention. This paper reviews how polymer gel

supramolecular gels and inorganic gels can effectively control the nucleation and growth rate

regulate polymorphism

crystal habit and particle size. The role of microgels in solution phase crystallization and the future development trend of gel phase crystallization are briefly introduced.

关键词

Keywords

references

Pauchet M , Morelli T , Coste S , et al . Crystallization of (+/-)-modafinil in gel: access to form I, form Ⅲ, and twins [J ] . Crystal Growth & Design , 2006 , 6 ( 8 ): 1881 - 1889 .

Oaki Y , Imai H . Experimental demonstration for the morphological evolution of crystals grown in gel media [J ] . Crystal Growth & Design , 2003 , 3 ( 5 ): 711 - 716 .

Petrova R I , Swift J A . Habit changes of sodium bromate crystals grown from gel media [J ] . Crystal Growth & Design , 2002 , 2 ( 6 ): 573 - 578 .

Petrova R I , Patel R , Swift J A . Habit modification of asparagine monohydrate crystals by growth in hydrogel media [J ] . Crystal Growth & Design , 2006 , 6 ( 12 ): 2709 - 2715 .

Li H , Fujiki Y , Sada K , et al . Gel incorporation inside of organic single crystals grown in agarose hydrogels [J ] . CrystEngComm , 2011 , 13 ( 4 ): 1060 - 1062 .

Chen L , Ye T , Liu Y , et al . Gel network incorporation into single-crystals: effects of gel structures and crystal-gel interaction [J ] . CrystEngComm , 2014 , 16 ( 30 ): 6901 - 6906 .

Yang D , Qi L M , Ma J M . Well-defined star-shaped calcite crystals formed in agarose gels [J ] . Chemical Communications , 2003 , ( 10 ): 1180 - 1181 .

Duffus C , Camp P J , Alexander A J . Spatial control of crystal nucleation in agarose gel [J ] . Journal of the American Chemical Society , 2009 , 131 ( 33 ): 11676 - 11677 .

Li H Y , Xin H L , Muller D A , et al . Visualizing the 3D internal structure of calcite single crystals grown in agarose hydrogels [J ] . Science , 2009 , 326 ( 5957 ): 1244 - 1247 .

Li H Y , Estroff L A . Porous calcite single crystals grown from a hydrogel medium [J ] . CrystEngComm , 2007 , 9 ( 12 ): 1153 - 1155 .

Petrova R I , Swift J A . Selective growth and distribution of crystalline enantiomers in hydrogels [J ] . Journal of the American Chemical Society , 2004 , 126 ( 4 ): 1168 - 1173 .

Sugiyama S , Tanabe K , Hirose M , et al . Protein crystallization in agarose gel with high strength: developing an automated system for protein crystallographic processes [J ] . Japanese Journal of Applied Physics , 2009 , 48 ( 7 ): 075502 .

Matsumura H , Sugiyama S , Hirose M , et al . Approach for growth of high-quality and large protein crystals [J ] . Journal of Synchrotron Radiation , 2011 , 18 : 16 - 19 .

Biertumpfel C , Basquin J , Suck D , et al . Crystallization of biological macromolecules using agarose gel [J ] . Acta Crystallographic a Section D-Structural Biology , 2002 , 58 : 1657 - 1659 .

Tasnim T , Goh A , Gowayed O , et al . Dendritic growth of glycine from nonphotochemical laser-induced nucleation of supersaturated aqueous solutions in agarose gels [J ] . Crystal Growth & Design , 2018 , 18 ( 10 ): 5927 - 5933 .

Grassmann O , Muller G , Lobmann P . Organic-inorganic hybrid structure of calcite crystalline assemblies grown in a gelatin hydrogel matrix: relevance to biomineralization [J ] . Chemistry of Materials , 2002 , 14 ( 11 ): 4530 - 4535 .

Huang Y X , Buder J , Cardoso-Gil R , et al . Shape development and structure of a complex (otoconia-like?) calcite-gelatine composite [J ] . Angewandte Chemie-International Edition , 2008 , 47 ( 43 ): 8280 - 8284 .

Yucel U , Coupland J N . Ultrasonic characterization of lactose crystallization in gelatin gels [J ] . Journal of Food Science , 2011 , 76 ( 1 ): E48 - E54 .

Moon R J , Martini A , Nairn J , et al . Cellulose nanomaterials review: structure, properties and nanocomposites [J ] . Chemical Society Reviews , 2011 , 40 ( 7 ): 3941 - 3994 .

Shafiei-Sabet S , Hamad W Y , Hatzikiriakos S G . Rheology of nanocrystalline cellulose aqueous suspensions [J ] . Langmuir , 2012 , 28 ( 49 ): 17124 - 17133 .

Lewis L , Derakhshandeh M , Hatzikiriakos S G , et al . Hydrothermal gelation of aqueous cellulose nanocrystal suspensions [J ] . Biomacromolecules , 2016 , 17 ( 8 ): 2747 - 2754 .

Heath L , Thielemans W . Cellulose nanowhisker aerogels [J ] . Green Chemistry , 2010 , 12 ( 8 ): 1448 - 1453 .

Huang L , Chen X , Nguyen T X , et al . Nano-cellulose 3D-networks as controlled-release drug carriers [J ] . Journal of Materials Chemistry B , 2013 , 1 ( 23 ): 2976 - 2984 .

Valo H , Arola S , Laaksonen P , et al . Drug release from nanoparticles embedded in four different nanofibrillar cellulose aerogels [J ] . European Journal of Pharmaceutical Sciences , 2013 , 50 ( 1 ): 69 - 77 .

Badshah M , Ullah H , Khan S A , et al . Preparation, characterization and in - vitro evaluation of bacterial cellulose matrices for oral drug delivery [J ] . Cellulose , 2017 , 24 ( 11 ): 5041 - 5052 .

Ruiz-Palomero C , Kennedy S R , Soriano M L , et al . Pharmaceutical crystallization with nanocellulose organogels [J ] . Chemical Communications , 2016 , 52 ( 50 ): 7782 - 7785 .

Banerjee M , Saraswatula S , Willows L G , et al . Pharmaceutical crystallization in surface-modified nanocellulose organogels [J ] . Journal of Materials Chemistry B , 2018 , 6 ( 44 ): 7317 - 7328 .

Sugiyama S , Shimizu N , Sazaki G , et al . A novel approach for protein crystallization by a synthetic hydrogel with thermoreversible gelation polymer [J ] . Crystal Growth & Design , 2013 , 13 ( 5 ): 1899 - 1904 .

Parveen N , Khan A A , Baskar S , et al . Intraperitoneal transplantation of hepatocytes embedded in thermoreversible gelation polymer (mebiol gel) in acute liver failure rat model [J ] . Hepatitis Monthly , 2008 , 8 ( 4 ): 275 - 280 .

Cordier P , Tournilhac F , Soulie-Ziakovic C , et al . Self-healing and thermoreversible rubber from supramolecular assembly [J ] . Nature , 2008 , 451 ( 7181 ): 977 - 980 .

Steed J W . Anion-tuned supramolecular gels: a natural evolution from urea supramolecular chemistry [J ] . Chemical Society Reviews , 2010 , 39 ( 10 ): 3686 - 3699 .

Segarra-Maset M D , Nebot V J , Miravet J F , et al . Control of molecular gelation by chemical stimuli [J ] . Chemical Society Reviews , 2013 , 42 ( 17 ): 7086 - 7098 .

Babu S S , Praveen V K , Ajayaghosh A . Functional pi-gelators and their applications [J ] . Chemical Reviews , 2014 , 114 ( 4 ): 1973 - 2129 .

Okesola B O , Vieira V M P , Cornwell D J , et al . 1,3:2,4-Dibenzylidene-D-sorbitol (DBS) and its derivatives - efficient, versatile and industrially-relevant low-molecular-weight gelators with over 100 years of history and a bright future [J ] . Soft Matter , 2015 , 11 ( 24 ): 4768 - 4787 .

Kumar D K , Steed J W . Supramolecular gel phase crystallization: orthogonal self-assembly under non-equilibrium conditions [J ] . Chemical Society Reviews , 2014 , 43 ( 7 ): 2080 - 2088 .

Foster J A , Piepenbrock M-O M , Lloyd G O , et al . Anion-switchable supramolecular gels for controlling pharmaceutical crystal growth [J ] . Nature Chemistry , 2010 , 2 ( 12 ): 1037 - 1043 .

Foster J A , Damodaran K K , Maurin A , et al . Pharmaceutical polymorph control in a drug-mimetic supramolecular gel [J ] . Chemical Science , 2017 , 8 ( 1 ): 78 - 84 .

Dawn A , Andrew K S , Yufit D S , et al . Supramolecular gel control of cisplatin crystallization: identification of a new solvate form using a cisplatin-mimetic gelator [J ] . Crystal Growth & Design , 2015 , 15 ( 9 ): 4591 - 4599 .

Dastidar P . Supramolecular gelling agents: can they be designed? [J ] . Chemical Society Reviews , 2008 , 37 ( 12 ): 2699 - 2715 .

Suzuki M , Nakajima Y , Yumoto M , et al . In situ organogelation at room temperature: direct synthesis of gelators in organic solvents [J ] . Organic & Biomolecular Chemistry , 2004 , 2 ( 8 ): 1155 - 1159 .

de Loos M , Ligtenbarg A G J , van Esch J , et al . Tripodal tris-urea derivatives as gelators for organic solvents [J ] . European Journal of Organic Chemistry , 2000 , ( 22 ): 3675 - 3678 .

Estroff L A , Addadi L , Weiner S , et al . An organic hydrogel as a matrix for the growth of calcite crystals [J ] . Organic & Biomolecular Chemistry , 2004 , 2 ( 1 ): 137 - 141 .

Geffroy C , Foissy A , Persello J , et al . Surface complexation of calcite by carboxylates in water [J ] . Journal of Colloid and Interface Science , 1999 , 211 ( 1 ): 45 - 53 .

Belcher A M , Wu X H , Christensen R J , et al . Control of crystal phase switching and orientation by soluble mollusc-shell proteins [J ] . Nature , 1996 , 381 ( 6577 ): 56 - 58 .

Falini G , Albeck S , Weiner S , et al . Control of aragonite or calcite polymorphism by mollusk shell macromolecules [J ] . Science , 1996 , 271 ( 5245 ): 67 - 69 .

Daly R , Kotova O , Boese M , et al . Chemical nano-gardens: growth of salt nanowires from supramolecular self-assembly gels [J ] . ACS Nano , 2013 , 7 ( 6 ): 4838 - 4845 .

Kotova O , Daly R , dos Santos C M G , et al . Europium-directed self-assembly of a luminescent supramolecular gel from a tripodal terpyridine-based ligand [J ] . Angewandte Chemie-International Edition , 2012 , 51 ( 29 ): 7208 - 7212 .

Ghosh D , Ferfolja K , Drabavicius Z , et al . Crystal habit modification of Cu(Ⅱ) isonicotinate- N -oxide complexes using gel phase crystallisation [J ] . New Journal of Chemistry , 2018 , 42 ( 24 ): 19963 - 19970 .

Aparicio F , Matesanz E , Sanchez L . Cooperative self-assembly of linear organogelators. Amplification of chirality and crystal growth of pharmaceutical ingredients [J ] . Chemical Communications , 2012 , 48 ( 46 ): 5757 - 5759 .

Kennedy S R , Jones C D , Yufit D S , et al . Tailored supramolecular gel and microemulsion crystallization strategies - is isoniazid really monomorphic? [J ] . CrystEngComm , 2018 , 20 ( 10 ): 1390 - 1398 .

Flechon A , Culine S , Droz J P . Intensive and timely chemotherapy, the key of success in testicular cancer [J ] . Critical Reviews in Oncology Hematology , 2001 , 37 ( 1 ): 35 - 46 .

Buerkle L E , Rowan S J . Supramolecular gels formed from multi-component low molecular weight species [J ] . Chemical Society Reviews , 2012 , 41 ( 18 ): 6089 - 6102 .

Terech P , Deme B , Aubouy M , et al . Self-assembled fibrillar networks —preface [J ] . Langmuir , 2002 , 18 ( 19 ): 7095 .

Brizard A , Stuart M , van Bommel K , et al . Preparation of nanostructures by orthogonal self-assembly of hydrogelators and surfactants [J ] . Angewandte Chemie-International Edition , 2008 , 47 ( 11 ): 2063 - 2066 .

Brizard A M , Stuart M C A , van Esch J H . Self-assembled interpenetrating networks by orthogonal self assembly of surfactants and hydrogelators [J ] . Faraday Discussions , 2009 , 143 : 345 - 357 .

Sugiyasu K , Kawano S I , Fujita N , et al . Self-sorting organogels with p-n heterojunction points [J ] . Chemistry of Materials , 2008 , 20 ( 9 ): 2863 - 2865 .

Moffat J R , Smith D K . Controlled self-sorting in the assembly of ‘multi-gelator gels [J ] . Chemical Communications , 2009 ，( 3 ): 316 - 318 .

Morris K L , Chen L , Raeburn J , et al . Chemically programmed self-sorting of gelator networks [J ] . Nature Communications , 2013 , 4 : 1 - 6 .

Buendia J , Matesanz E , Smith D K , et al . Multi-component supramolecular gels for the controlled crystallization of drugs: synergistic and antagonistic effects [J ] . CrystEngComm , 2015 , 17 ( 42 ): 8146 - 8152 .

Draper E R , Adams D J . Low-molecular-weight gels: the state of the art [J ] . Chem ., 2017 , 3 ( 3 ): 390 - 410 .

Raeburn J , Adams D J . Multicomponent low molecular weight gelators [J ] . Chemical Communications , 2015 , 51 ( 25 ): 5170 - 5180 .

Bloom S , Liu C , Kolmel D K , et al . Decarboxylative alkylation for site-selective bioconjugation of native proteins via oxidation potentials [J ] . Nature Chemistry , 2018 , 10 ( 2 ): 205 - 211 .

Voorhaar L , Hoogenboom R . Supramolecular polymer networks: hydrogels and bulk materials [J ] . Chemical Society Reviews , 2016 , 45 ( 14 ): 4013 - 4031 .

Wang J R , Bao J , Fan X , et al . pH-switchable vitamin B-9 gels for stoichiometry-controlled spherical co-crystallization [J ] . Chemical Communications , 2016 , 52 ( 92 ): 13452 - 13455 .

Rahim M A , Hata Y , Bjornmalm M , et al . Supramolecular metal-phenolic gels for the crystallization of active pharmaceutical ingredients [J ] . Small , 2018 , 14 ( 26 )： e1801202 .

Lock L L , Lacomb M , Schwarz K , et al . Self-assembly of natural and synthetic drug amphiphiles into discrete supramolecular nanostructures [J ] . Faraday Discussions , 2013 , 166 : 285 - 301 .

Xing P , Chu X , Ma M , et al . Supramolecular gel from folic acid with multiple responsiveness, rapid self-recovery and orthogonal self-assemblies [J ] . Physical Chemistry Chemical Physics , 2014 , 16 ( 18 ): 8346 - 8359 .

Chakraborty P , Roy B , Bairi P , et al . Improved mechanical and photophysical properties of chitosan incorporated folic acid gel possessing the characteristics of dye and metal ion absorption [J ] . Journal of Materials Chemistry , 2012 , 22 ( 38 ): 20291 - 20298 .

Tan D , Loots L , Friscic T . Towards medicinal mechanochemistry: evolution of milling from pharmaceutical solid form screening to the synthesis of active pharmaceutical ingredients (APIs) [J ] . Chemical Communications , 2016 , 52 ( 50 ): 7760 - 7781 .

Rahim M A , Bjornmalm M , Suma T , et al . Metal-phenolic supramolecular gelation [J ] . Angewandte Chemie-International Edition , 2016 , 55 ( 44 ): 13803 - 13807 .

Conejero-Muriel M , Gavira J A , Pineda-Molina E , et al . Influence of the chirality of short peptide supramolecular hydrogels in protein crystallogenesis [J ] . Chemical Communications , 2015 , 51 ( 18 ): 3862 - 3865 .

Dawn A , Mirzamani M , Jones C D , et al . Investigating the effect of supramolecular gel phase crystallization on gel nucleation [J ] . Soft Matter , 2018 , 14 ( 46 ): 9489 - 9497 .

Gavira J A , van Driessche A E S , Garcia-Ruiz J M . Growth of ultrastable protein-silica composite crystals [J ] . Crystal Growth & Design , 2013 , 13 ( 6 ): 2522 - 2529 .

Garcia-Ruiz J M , Gavira J A , Otalora F , et al . Reinforced protein crystals [J ] . Materials Research Bulletin , 1998 , 33 ( 11 ): 1593 - 1598 .

Grassman O , Neder R B , Putnis A , et al . Biomimetic control of crystal assembly by growth in an organic hydrogel network [J ] . American Mineralogist , 2003 , 88 ( 4 ): 647 - 652 .

Li H , Estroff L A . Hydrogels coupled with self-assembled monolayers: an in vitro matrix to study calcite biomineralization [J ] . Journal of the American Chemical Society , 2007 , 129 ( 17 ): 5480 - 5483 .

Halberstadt E S , Henisch H K , Nickl J , et al . Gel structure and crystal nucleation [J ] . Journal of Colloid and Interface Science , 1969 , 29 ( 3 ): 469 - 471 .

Oaki Y , Hayashi S , Imai H . A hierarchical self-similar structure of oriented calcite with association of an agar gel matrix: inheritance of crystal habit from nanoscale [J ] . Chemical Communications , 2007 , ( 27 ): 2841 - 2843 .

Diao Y , Helgeson M E , Myerson A S , et al . Controlled nucleation from solution using polymer microgels [J ] . Journal of the American Chemical Society , 2011 , 133 ( 11 ): 3756 - 3759 .

Dendukuri D , Gu S S , Pregibon D C , et al . Stop-flow lithography in a microfluidic device [J ] . Lab on a Chip , 2007 , 7 ( 7 ): 818 - 828 .

Diao Y , Helgeson M E , Siam Z A , et al . Nucleation under soft confinement: role of polymer-solute interactions [J ] . Crystal Growth & Design , 2012 , 12 ( 1 ): 508 - 517 .

Diao Y , Whaley K E , Helgeson M E , et al . Gel-induced selective crystallization of polymorphs [J ] . Journal of the American Chemical Society , 2012 , 134 ( 1 ): 673 - 684 .

Views

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Pharmaceutical polymorph control by supramolecular gel

Dynamic prediction method of particle size distribution in ternary precursor crystallization process based on population balance equations

In situ measurement of crystallization temperature and particle size distribution during crystallization of sodium acetate

Online monitor of Aspirin crystallization process

Crystallization behavior of AlCl3·6H2O in hydrochloric system

Related Author

ZHANG Qi

ZHANG Xiangyang

DAI Yuanshen

SHAO Zhijiang

CHEN Weifeng

CHEN Ning

JIA Nan

TIAN Chang

Related Institution

State Key Laboratory of Chemical Engineering and Low-carbon Technology, East China University of Science andTechnology

College of Control Science and Engineering, Zhejiang University

BASF (China) Company Ltd.

College of Information Engineering, Zhejiang University of Technology

School of Automation, Central South University

⁰