Self-assembly of homochiral porous supramolecular organic frameworks with significant CO2 capture and CO2/N2 selectivity

Article abstract of DOI:10.1021/acs.cgd.7b01282

A pair of homochiral porous supramolecular organic frameworks (JLU-SOF1-R and JLU-SOF1-S) has been assembled from brand-new enantiopure blocks via hydrogen bonding and π-π interactions. The frameworks not only maintain crystallinity well until 250 °C but

Full text of DOI:10.1021/acs.cgd.7b01282

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Article
Self-assembly of Homochiral Porous Supramolecular Organic
Frameworks with Significant CO2 Capture and CO2/N2 Selectivity
Yue Zhou, Bing Liu, Xiaodong Sun, Jiantang Li, Guanghua Li, Qisheng Huo, and Yunling Liu
Cryst. Growth Des., Just Accepted Manuscript • DOI: 10.1021/acs.cgd.7b01282 • Publication Date (Web): 16 Oct 2017
Downloaded from http://pubs.acs.org on October 18, 2017
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Self-assembly of Homochiral Porous Supramolecular Organic
Frameworks with Significant CO2 Capture and CO2/N2 Selectivity
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Yue Zhou, Bing Liu, Xiaodong Sun, Jiantang Li, Guanghua Li, Qisheng Huo and Yunling Liu*
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State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry,
Jilin University, Changchun 130012, P. R. China
*To whom correspondence should be addressed.
Professor Yunling Liu, Eꢀmail: yunling@jlu.edu.cn
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ABSTRACT
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A pair of homochiral porous supramolecular organic frameworks (JLU-SOF1-R and JLU-
SOF1-S) has been assembled from brandꢀnew enantiopure blocks via hydrogenꢀbonding and πꢀπ
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interactions. The frameworks not only maintain crystallinity well until 250 C but also exhibit a
steep slope N2 adsorption isotherm at 77 K with moderately high surface areas, indicating that
the new materials own robust structure and permanent porosity. JLU-SOF1-R shows excellent
adsorption capacity for CO2 and C2H6 at ambient conditions. Remarkably, the material takes up a
significant amount of CO2, up to 213 cm3 gꢀ1 at 195 K under 1 bar. Furthermore, JLU-SOF1-R
exhibits high selectivity towards CO2 over N2 and CH4 as well as C2H6 over CH4.
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INTRODUCTION
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Porous materials, from traditional zeolites,1 mesoporous silicas2 and carbons3 to metalꢀorganic
frameworks (MOFs),4,5 porous organic frameworks (POFs),6ꢀ9 with superior properties have been
extensive investigated in many fields, such as separation, catalysis, sensing, biomedicine,
ferroelectric and others.10ꢀ13 In recent years, MOFs with structural diversity have been largely
developed thanks to the majority of linkers, which can coordinate metals in many different
ways.14,15 Compared with MOFs, POFs constructed by light elements (etc. C, H, O, N, B) with
low framework density have aroused more attention.7ꢀ9, However, the development and practical
applications of covalentꢀorganic frameworks (COFs) have been limited by the reason of
expensive catalyst, strict reaction conditions and synthetic complexity. Nevertheless,
supramolecular organic frameworks (SOFs) can be easily achieved through simple
recrystallization, which avoids cumbersome operations of synthesis.16ꢀ20 Furthermore, the
advantage of SOFꢀbased materials is straightforward recycling through dissolution and
recrystallization, suggesting that the materials are promising for the applications in industry.
Inspired by the above superiorities of porous SOFs, many kinds of applications, such as
adsorption and separation of gases and liquids,21ꢀ30 proton conduction31,32 and fluorescence
probe,12,33,34 have been exploited by the groups of Chen, Zhong, Mastalerz, Ghosh and Tohnai as
well as others. For molecular constituents, owning electron donorꢀacceptor component on
external is the fundamental requirement and in this case, the building units will engender
hydrogenꢀbonding, πꢀπ stacking and van der Waals interactions. These primary driving forces
will assemble building blocks to form diverse porous supramolecular aggregates. To date, lots of
organic molecular constituents have been selected as building blocks to assemble porous
SOFs.8,35ꢀ38 A pioneering example of the ideal hydrogenꢀbonding motif is the 2,4ꢀdiaminotriazine
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(DAT) molecule, proposed by Wuest and coꢀworkers.39ꢀ41 Recently, Chen et al. designed a series
of organic molecules through incorporating DAT moiety on various central backbones to
generate robust porous hydrogenꢀbonded organic frameworks (HOFs).19,21ꢀ23 Besides, other
functional groups, notably amide,20 carboxyl,24 pyridly,25 urea26 or sulphonyl,31 have been also
introduced into a number of molecular constituents to realize the assembly of porous SOFs.
Despite all that, most of them are rigid and exhibit high symmetry. Therefore, the design and
synthesis of new molecular constituents with special steric configuration to form distinctive
porous SOFs, are vitally important.
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Herein, we designed and synthesized a pair of novel enantiopure molecules (R-H4L and S-H4L)
with flexible and irregular shape, which were comprised of two amide and four carboxyl groups.
These functional sites can sever as electron donorꢀacceptor components to generate multiple
hydrogen bonds. The excellent characteristic indicates that the molecular constituents as
promising building units are expected to form the stable and distinctive frameworks. As
anticipated, the homochiral SOFs, JLU-SOF1-R and JLU-SOF1-S, were constructed based on
the molecular constituents, R-H4L or S-H4L respectively, via hydrogenꢀbonding and πꢀπ
interactions. The frameworks display high thermal stability and permanent porosity. Particularly,
JLU-SOF1-R exhibit excellent adsorption capacity for CO2 and C2H6 as well as high selectivity
towards CO2/N2, CO2/CH4 and C2H6/CH4.
EXPERIMENTAL SECTION
Materials and Physical Characterizations
All reagents and starting materials were purchased from commercial sources, which were used
as received and without further purification. Nuclear magnetic resonance (NMR) spectra were
recorded on a Varian 300 MHz NMR spectrometer. Elemental analyses (C, H and N) were
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collected on a vario MICRO elemental analyzer. Fourier transform infrared (FTꢀIR) spectra were
carried out with a Bruker IFSꢀ66v/S FTIR spectrometer in the range of 400ꢀ4000 cmꢀ1 using the
KBr pallet. Powder Xꢀray diffraction (PXRD) measurements were achieved by using a Rigaku
D/maxꢀ2550 diffractometer with CuꢀKα radiation (λ = 1.5418 Å). Thermal gravimetric analyses
(TGA) were performed on a TGA Q500 thermogravimetric analyzer with a heating rate of 10
°C/min in air. The circular dichroism (CD) and UV spectra were recorded on a JASCO Jꢀ815
spectropolarimeter using a 1.0ꢀcm cell. Surface areas were measured by N2 adsorption isotherms
using a Micromeritics ASAP 2040 instrument at 77 K. CO2 adsorption isotherm at 195 K was
recorded with a Micrometrics ASAP 2020 instrument. N2, CO2, CH4, and C2H6 adsorption
isotherms at 273 and 298 K were measured with a Micrometrics ASAP 2020 PLUS HD88 and a
Micrometrics 3ꢀFlex instruments. The GC measurements were performed on FULI GC9790ꢀ2
gas chromatograph.
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The molecules, R-H4L and S-H4L, were successfully synthesized in good yield on a large
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scale and confirmed by H NMR spectra, C NMR spectra, elemental analyses and IR spectra
(Figure S1ꢀS5). The synthetic route for R-H4L was presented in Scheme 1 and the detailed
synthesis information was given as follows:42
Synthesis of trimethyl-1, 3, 5-benzenetricarboxylate (M1). Benzeneꢀ1, 3, 5ꢀtricarboxylic
acid (16.8 g, 80 mmol) was dissolved in dry methanol (300 mL). Then, concentrated sulfuric
acid (5 mL) was added to the solution and the mixture was refluxed for 12 h. Excess methanol
was removed by rotary evaporation. The residue was slowly added to the saturated sodium
bicarbonate solution (600 mL), and stirred at room temperature for a few minutes, then filtered to
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result in M1 as a white solid (19.2 g, 96%). H NMR (300 MHz, CDCl3), δ (ppm): 8.86 (s, 3H),
3.98 (s, 9H).
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Synthesis of 3, 5-bis(methoxycarbonyl)benzoic acid (M2). M1 (12.6 g, 50 mmol) was
dissolved in methanol (500 mL), then aqueous sodium hydroxide (50 mL, 45 mmol) was slowly
added to the solution and the mixture was stirred vigorously for 15 h under reflux. The solution
was removed under reduced pressure and the residue was added to the saturated sodium
bicarbonate solution (9.5 g, 90 mmol) with stirring for 1 h at 50 oC. The suspension was filtered
to remove the unreacted starting material (M1), then the filtrate was acidified with concentrated
hydrochloric acid. The formed precipitate was filtrated and washed with deionized water to give
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M2 as a white powder (7.8 g, 73%). H NMR (300 MHz, DMSOꢀd6) δ (ppm): 13.69 (s, 1H),
8.64 (d, J=1.8 Hz, 2H), 8.62 (d, J=1.5 Hz, 1H), 3.93 (s, 6H).
Synthesis of tetramethyl-5, 5'-(((1R, 2R)-cyclohexane-1, 2-diylbis(azanediyl))
bis(carbonyl))diisophthalate (R-M4). To a solution of M2 (4.76 g, 20 mmol) in freshly
distilled SOCl2 (30 mL) with stirring, a few drops of dimethylformamide (DMF) was added and
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heated at 90 C for 2 h under nitrogen atmosphere. The excess SOCl2 was removed by rotary
evaporation to result in dimethylꢀ5ꢀ(chlorocarbonyl)ꢀisophthalate (M3) as a white solid. In order
to get the target molecule, (1R, 2R)ꢀcyclohexaneꢀ1, 2ꢀdiamine (1.14 g, 10 mmol) was added to a
solution of M3 in dry CH2Cl2 (30 mL) under nitrogen atmosphere and iceꢀwater bath conditions.
Then, triethylamine (4.2 mL, 30 mmol) was added dropwise, and the mixture was stirred for 6 h
at room temperature. The precipitate was filtered and washed with CH2Cl2, then the filtrate was
concentrated by rotary evaporation. The resulting residue was purified by column
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chromatography (SiO2: EtOAc/CH2Cl2, 1:2) to give R-M4 as a white powder (3.4 g, 61%): H
NMR (300 MHz, CDCl3) δ (ppm): 8.74 (t, J=3 Hz, 2H), 8.57 (d, J=1.8 Hz, 4H), 7.08 (d, J=7.5
Hz, 2H), 4.08 (m, 2H), 3.93 (s, 12H), 2.24 (m, 2H), 1.87 (m, 2H), 1.46 (m, 4H).
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Synthesis of 5, 5'-(((1R, 2R)-cyclohexane-1, 2-diylbis(azanediyl))bis(carbonyl))
diisophthalic acid (R-M5, R-H4L). Aqueous NaOH solution (2 g, 50 mmol) was added to a
solution of R-M4 (5.54 g, 10 mmol) in MeOH (100 mL). The reaction mixture was stirred and
heated under reflux for 12 h. The mixture was concentrated by rotary evaporation to remove
MeOH and the residue was diluted into deionized water (200 mL), and then acidified with
concentrated hydrochloric acid. The resulting precipitate was collected by filtration, washed with
deionized water and dried under vacuum to give the final product (R-H4L) as a white solid (4.2
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g, 84%): H NMR (300 MHz, DMSOꢀd6, 25oC) δ (ppm): 13.39 (s, 4H), 8.74ꢀ8.72 (d, J=7.5 Hz,
2H), 8.52ꢀ8.51 (d, J=1.8 Hz, 4H), 8.50ꢀ8.49 (t, J=3 Hz, 2H), 4.04 (m, 2H), 1.92ꢀ1.87 (d, J=12.3
Hz, 2H), 1.78ꢀ1.75 (d, J=8.4 Hz, 2H), 1.59ꢀ1.56 (m, J=9.6 Hz, 2H), 1.34ꢀ1.23 (m, J=31.8 Hz,
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2H); C NMR (300 MHz, DMSOꢀd6, 25oC) δ (ppm): 166.20, 164.64, 135.86, 132.03, 131.45,
52.97, 31.59, 24.85; Elemental analysis (%) Calcd for R-H4L C24H22N2O10: C 57.83, H 4.45, N
5.62; found: C 56.26, H 4.56, N 5.40.
Preparation of JLU-SOF1-R and JLU-SOF1-S. R-H4L/S-H4L (0.5 g) was dissolved into
ethanol solution (60 mL), then vapored dichloromethane to the solution at room temperature for
24 h. The colorless and highly crystalline block single crystals, JLU-SOF1-R/JLU-SOF1-S,
were collected and dried in air with the yield of 81%.
X-ray Structure Determinations
Crystallographic data of asꢀsynthesized JLU-SOF1-R and JLU-SOF1-S were collected on a
Bruker Apex II CCD diffractometer using graphiteꢀmonochromated Mo Kα (λ = 0.71073 Å)
radiation at room temperature. The structures of the two crystals were solved by direct method
and refined by fullꢀmatrix leastꢀsquares on F2 (SHELXTL). All the nonꢀhydrogen atoms were
refined with anisotropic displacement parameters. The hydrogen atoms were located
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geometrically with isotropic parameters. The detailed crystal data and structure refinements were
presented in Table S1, and the hydrogen bond data for JLU-SOF1-R and JLU-SOF1-S were
given in Table S2 and S3, respectively. The supplementary crystallographic data of the two
compounds (CCDC numbers 1548522 and 1548523) can be obtained free of charge from the
Cambridge Crystallographic Data Centre upon request at www.ccdc.cam.ac.uk/data_request/cif.
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RESULTS AND DISCUSSION
Structure Descriptions
Singleꢀcrystal Xꢀray diffraction (SCXRD) analyses of JLU-SOF1-R and JLU-SOF1-S reveal
that they are enantiomers and crystallize in orthorhombic system with chiral space group C2221.
Herein, we describe the structure of JLU-SOF1-R in detail. As depicted in Figure 1a, each
molecular constituent, R-H4L, is connected with four adjacent ones via six pairs of strong
intermolecular hydrogen bonds. There are two types of hydrogen bonds existing in the crystal
structure (Figure S6). One is formed by carboxyl and amide group, the other one is formed
between two carboxyl groups. Moreover, the distances of OꢀH···O are 2.580(3), 2.589(3),
2.660(3) and 2.690(3) Å as well as the distances of NꢀH···O are 2.726(7), 2.913(7) and 2.941(7)
Å, indicating that the strong hydrogen bonds exist in the framework (Table S2 and S6).
Additionally, the distance of the πꢀπ stacking was measured to be 3.84 Å based on centerꢀtoꢀ
center distance among the adjacent aromatic rings, which further enhances the stability of the
framework (Figure 1b and Table S6).18 Upon hydrogenꢀbonding and πꢀπ interactions, a robust
threeꢀdimensional supramolecular framework was generated with oneꢀdimensional apertures of
5.1 Å and 4.5 Å in diameter along [001] and [100] directions, respectively (Figure 1cꢀ1f, taking
into account the van der Waals radius). Topologically, if one considers the amide group as a 4ꢀ
connected node and each isophthalic acid group as a 3ꢀconnected node (Figure S7a).
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Consequently, the framework of JLU-SOF1-R can be rationalized as a novel (3, 3, 4)ꢀconnected
supramolecular network (Figure S7b). Meanwhile, the existence of infinite rightꢀhanded helical
chains running along the xꢀaxis is another protruding feature for JLU-SOF1-R (Figure S8a). The
total solventꢀaccessible volume was estimated to be 30.5% of the cell volume by PLATON,
indicating that JLU-SOF1-R possesses high porosity and potentials for gas adsorption.
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The crystalline phase purities of JLU-SOF1-R and JLU-SOF1-S were confirmed by obvious
similarity between experimental PXRD pattern and the simulated one based on SCXRD data
(Figure S9a and S10a). For the asꢀsynthesized JLU-SOF1-R and JLU-SOF1-S, TGA were
performed to assess their thermal stability (Figure S11). The results indicate that the materials
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can be stable up to 350 C, after that the curves exhibit a rapid decline corresponding to the
decomposition of the frameworks. To further understand the stability of the structures for JLU-
SOF1-R and JLU-SOF1-S, variableꢀtemperature PXRD were executed thoroughly from room
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temperature to 250 C in the air atmosphere. As shown in Figure S9b and S10b, no obvious
change was observed in the patterns with temperature increasing, which proves that the
frameworks maintained crystallinity well. Above all, JLU-SOF1-R and JLU-SOF1-S exhibit
high thermal stability, comparable to the famous MOFs and COFs materials, which is due to the
collaborative strong hydrogenꢀbonding and consecutive πꢀπ stacking interactions. The CD and
UV spectra of JLU-SOF1-R and JLU-SOF1-S were recorded and are shown in Figure S12. For
JLU-SOF1-R, the CD spectrum showed positive signal at 236 nm and negative signal at 206 nm,
while, a mirror image was observed from the spectrum of JLU-SOF1-S, confirming that they are
enantiomers.
Adsorption and Separation Behaviors
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To probe the permanent porosity of JLU-SOF1-R and JLU-SOF1-S, reversible N2 sorption
measurements were confirmed at 77 K. The isotherms show a steep slope uptake at low P/P0
values, which are the characteristic of microporous materials with typical typeꢀI isotherms
(Figure 2a). The BrunauerꢀEmmettꢀTeller (BET) surface areas of JLU-SOF1-R and JLU-SOF1-
S were calculated to be 460 and 426 m2 gꢀ1, respectively. The values exceed that of the
homochiral HOFꢀ2a22 and are similar to that of SOFꢀ1a.29 The experimental pore volumes of
JLU-SOF1- R and JLU-SOF1-S are 0.21 and 0.22 cm3 gꢀ1, which are close to the theoretical
values, 0.28 and 0.29 cm3 gꢀ1, deduced from crystal structures, respectively. Based on the high
stability and porosity, the adsorption performances on JLU-SOF1-R towards small molecules
were investigated.
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Encouraged by the practical application for the reduction in greenhouse gas emissions,
developing safe and effective materials to capture CO2 has become a hot research theme. The
storage capacity of CO2 was studied on JLU-SOF1-R at ambient conditions. As anticipated, the
adsorption amounts of CO2 for JLU-SOF1-R are 76 and 53 cm3 gꢀ1 at 273 and 298 K under 1
bar, respectively (Figure 2c). The values are higher among crystalline SOFꢀbased materials, such
as SOFꢀ7a,20 HOFꢀ3a23 and so on43ꢀ45 (Table S4). Of special note, the significant amount of CO2
uptake for JLU-SOF1-R is 213 cm3 gꢀ1 at 195 K under 1 bar, which extremely exceeds the value
of most of materials in this field (Figure 2b and Table S4). The outstanding adsorption capacity
may be attributed to the strong hostꢀguest interactions between CO2 molecules and host cavities.
To acquire further insight into the affinity behavior, the isosteric CO2 adsorption enthalpy (Qst)
of JLU-SOF1-R was calculated at zero coverage. Expectedly, the Qst value of CO2 is as high as
34.3 kJ molꢀ1, which is much higher than those of vast majority of porous materials (Figure S14b
and Table S5). Moreover, the special quadrupole moment of CO2 will enhance the storage
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capacity of JLU-SOF1-R. Singleꢀcomponent gas sorption isotherms of C2H6, CH4 and N2 were
executed on JLU-SOF1-R at 273 and 298 K under 1 bar, respectively. JLU-SOF1-R exhibits
notable adsorption values of C2H6, up to 70 and 57 cm3 gꢀ1, which are dramatically higher than
those of HOFꢀ4a (Figure 2d).27 In contrast, the adsorption amounts of CH4 (37 and 22 cm3 gꢀ1)
and N2 (10.9 and 4.2 cm3 gꢀ1) are much lower than the values of CO2 and C2H6 on JLU-SOF1-R
under the same conditions (Figure 2e and 2f). Such a large difference between their adsorption
amounts indicates that JLU-SOF1-R can serve as gas separator in practical applications.
As is wellꢀknown, the selective separation of CO2 over N2 is a tough issue in chemistry,
environmental science and industry due to the analogous kinetic diameters of CO2 (3.3 Å) and N2
(3.64 Å). Therefore, developing efficient materials to solve the issue is crucially important.
Herein, JLU-SOF1-R was used to detect the selectivity of binary mixtures of CO2 with N2. The
separation ability was calculated by ideal solution adsorbed theory (IAST) model as a general
method to predict binary mixture adsorption based on experimental singleꢀcomponent isotherms.
Meanwhile, the dualꢀsite LangmuirꢀFreundlish (DSLF) equation was adopted to fit the data at
298 K. As shown in Figure 3a and 3b, the selectivity of CO2/N2 (50% and 50%, 15% and 85%,
10% and 90%) for JLU-SOF1-R has been calculated to be 55.3, 31.2 and 29.3, respectively. It is
noteworthy that the separation ability of CO2/N2 is higher than those of HOFꢀ5a,19 HOFꢀ9a28 and
some MOFꢀbased materials46,47 under the same conditions. In addition, the obtained values of the
selectivity of CO2 over CH4 (50% and 50%, 5% and 95%) are 3.9 and 3.7, respectively (Figure3c
and 3d). The results suggest that the new porous SOFs may be a candidate material for postꢀ
combustion of greenhouse gas and purification of natural gas. Furthermore, the selectivity of
equimolar C2H6/CH4 binary mixture for JLU-SOF1-R is 18.7 (Figure S13). To the best of our
knowledge, no other SOF materials were used to separate the two components, and the
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selectivity of JLU-SOF1-R even exceeds those of common MOFs under the same condition.48,49
The delightful selectivity of C2H6/CH4 for JLU-SOF1-R confirms that the material will become
an important candidate to separate light hydrocarbons. In order to probe the high selectivity of
C2H6/CH4 on JLU-SOF1-R, the resulting Qst of C2H6 and CH4 were calculated according to the
sorption isotherms at 273 and 298 K. At zero loading, the Qst values of C2H6 and CH4 are 32.3
and 18.9 kJ molꢀ1, respectively (Figure S14d and S14f). Hence, the high selectivity may be
ascribed to the discrepant gas affinity and hostꢀguest interactions.
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The homochiral porous nature of JLU-SOF1-R and JLU-SOF1-S motivates us to explore the
application of enantioselective separation. Unfortunately, the frameworks exhibit limited
enantioselectivity of racemic methyl lactate, which is possibly attributed to the steric hindrance
and directional effect (Figure S15).
CONCLUSION
In summary, a pair of robust homochiral porous SOFs, JLU-SOF1-R and JLU-SOF1-S, was
assembled from novel enantiopure constituents through hydrogenꢀbonding and πꢀπ interactions.
The two materials exhibit high thermal stability and permanent porosity. Notably, the materials
not only show superior adsorption capacity for CO2 and C2H6, but also display extremely
selective separation of CO2 over N2 and CH4 as well as C2H6 over CH4 according to the different
gas affinity. The advantages, that is, suitable pore sizes, easily synthesized and reused by simple
recrystallization, make the porous SOFꢀbased materials as prospective candidates for industrial
applications in the near future.
ASSOCIATED CONTENT
Supporting Information
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Crystallographic data in CIF format for JLU-SOF1-R and JLU-SOF1-S, CCDC: 1548522 and
1548523. Crystal data and structure refinement for JLU-SOF1-R and JLU-SOF1-S. These
materials are available free of charge via the Internet at http://pubs.acs.org/.
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AUTHOR INFORMATION
Corresponding Author
*(Y.L.) Eꢀmail: yunling@jlu.edu.cn
Notes
The authors declare no competing financial interests.
ACKNOWLEDGMENT
This work was supported by the National Natural Science Foundation of China (Nos. 21373095,
21621001 and 21671074). We thank Prof. Yonggang Yang, Mr. Jiaming Qin and Mrs. Yangyang
He from Soochow University as well as Prof. Jian Zhang and Mrs. Juan Liu from Fujian Institute
of Research on the Structure for their kindly technical support relating to the optical properties
and enantioselective separation measurements.
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Figure Captions
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Scheme 1 Synthetic route for R-H4L.
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Figure 1 Crystal structure of JLU-SOF1-R showing a) hydrogenꢀbonding and b) πꢀπ stacking
interactions among adjacent molecules; c) and d) ballꢀandꢀstick models as well as e) and f) CPK
models along [001] and [100] directions.
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Figure 2 a) N2 sorption isotherms for JLU-SOF1-R and JLU-SOF1-S at 77K; b) CO2
adsorption isotherm for JLU-SOF1-R at 195 K; c) CO2, d) C2H6, e) CH4 and f) N2 adsorption
isotherms for JLU-SOF1-R at 273 and 298 K under 1 bar.
Figure 3 CO2, N2 and CH4 adsorption isotherms at 298 K along with the DSLF fits (a and c); gas
mixture adsorption selectivity are predicted by IAST at 298 K under 1 bar for JLU-SOF1-R (b
and d).
Scheme 1
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Figure 1
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Figure 2
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Self-assembly of Homochiral Porous Supramolecular Organic
Frameworks with Significant CO2 Capture and CO2/N2 Selectivity
Yue Zhou, Bing Liu, Xiaodong Sun, Jiantang Li, Guanghua Li, Qisheng Huo and Yunling Liu*
Homochiral porous supramolecular organic frameworks, JLU-SOF1-R and JLU-SOF1-S, were
assembled by brandꢀnew enantiopure blocks via hydrogenꢀbonding and πꢀπ interactions. The
materials exhibit significant CO2 capture and high separation ability towards CO2 over N2 and
CH4.
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