Monomer Reactivity Research Articles

Controlled Enzymatic Synthesis of Polyesters Based on a Cellulose-Derived Triol Monomer: A Design of Experiment Approach.

Regioselective enzymatic polycondensation of the bio-based cellulose derived polyol, Triol-citro, and dimethyl adipate using Candida antarctica Lipase B (CaLB) was investigated. A Design of Experiment approach with MODDE® Pro 13 was used to determine important factors in the branching behavior of this polymer, and reactant ratio, temperature, reaction time and enzyme wt % were the studied factors. Multifunctional polyesters with pendant hydroxy groups were synthesized and fully characterized using 2D NMR techniques to determine degree of branching. Branching was minimal, with a maximum of 16 % observed, and monomer ratio, temperature and reaction time were all determined to be significant factors. In this work, Mn of up to 13 kDa were achieved, while maintaining degree of branching below 15 %, resulting in a linear polyester with the potential to be further functionalized.

Nanomorphogenesis of polyamide membranes by regulating activator-inhibitor diffusivity difference

The use of nanofiltration (NF) membranes featuring crumpled polyamide layers with excellent permeance and selectivity is promising for efficient water reclamation. Although diffusion-driven instability has been regarded as the key mechanism for forming crumpled polyamide structures, in-depth analyses of the morphological and structural features of these membranes are still lacking. We used ammonium carboxymethylcellulose (CMC) and glutaraldehyde (GA) to crosslink and form a pH-responsive interlayer to manipulate the interfacial polymerization (IP) process and the microstructures of interlayered thin-film composite (TFNi) membranes. Experimental observations and molecular dynamics simulations indicate a transition point in the spatial patterns from irregular to regular polyamide nanostructures by tuning the diffusivity difference between the reactant monomers in the two immiscible phases during the IP process. Compared with irregularly crumpled TFNi membranes, regularly crumpled TFNi membranes exhibited polyamide layers with higher aspect ratios (i.e., height/lateral dimension), potentially offering an increased filtration area and sufficient nanovoids. TFNi membranes exhibited a 2.5-fold increase in permeance compared to pristine polyamide membranes, along with twice the selectivity (up to 87.2) for Cl−/SO42−. Our work provides molecular insights into the tuning of morphological features and membrane performance of crumpled polyamide membranes.

Lithium Salt Combining Fluoroethylene Carbonate Initiates Methyl Methacrylate Polymerization Enabling Dendrite‐Free Solid‐State Lithium Metal Battery

This work demonstrates a novel polymerization‐derived polymer electrolyte consisting of methyl methacrylate, lithium bis(trifluoromethanesulfonyl)imide and fluoroethylene carbonate. The polymerization of MMA was initiated by the amino compounds following an anionic catalytic mechanism. LiTFSI plays both roles including the initiator and Li ion source in the polymer electrolyte. Normally, lithium bis(trifluoromethanesulfonyl)imide has difficulty in initiating the polymerization reaction of methyl methacrylate monomer, a very high concentration of lithium bis(trifluoromethanesulfonyl)imide is needed for initiating the polymerization. However, the fluoroethylene carbonate additive can work as a supporter to facilitate the degree of dissociation of lithium bis(trifluoromethanesulfonyl)imide and increase its initiator capacity due to the high dielectric constant. The as‐prepared poly‐methyl methacrylate‐based polymer electrolyte has a high ionic conductivity (1.19 × 10−3 S cm−1), a wide electrochemical stability window (5 V vs Li+/Li), and a high Li ion transference number () of 0.74 at room temperature (RT). Moreover, this polymerization‐derived polymer electrolyte can effectively work as an artificial protective layer on Li metal anode, which enabled the Li symmetric cell to achieve a long‐term cycling performance at 0.2 mAh cm−2 for 2800 h. The LiFePO4 battery with polymerization‐derived polymer electrolyte‐modified Li metal anode shows a capacity retention of 91.17% after 800 cycles at 0.5 C. This work provides a facile and accessible approach to manufacturing poly‐methyl methacrylate‐based polymerization‐derived polymer electrolyte and shows great potential as an interphase in Li metal batteries.

Effect of polyphenylene sulfide sulfone sizing agent on interfacial, thermal, and mechanical properties of carbon fiber

AbstractPolyphenylene sulfide sulfone (PPSS) was synthesized by one‐step method and utilized as a sizing agent for carbon fibers. The effects of various monomer ratios, reaction time, and reaction temperature were investigated on the molecular weight of PPSS. The thermal analysis revealed that the product PPSS exhibited a glass transition temperature exceeding 215.5°C, indicating exceptional thermal stability. After PPSS sizing treatment, the grooves on the surface of carbon fibers were filled, resulting in a substantial enhancement of the microinterface properties. The surface energy was increased by 8.2%, while the maximum weight loss temperature was 27.8% higher than that of the commercial carbon fiber. The tensile strength of the carbon fiber after heat treatment reached 2196 MPa, representing a 45.9% increase over that of the commercial carbon fiber.

Effect of methyl methacrylate concentrations on surface and thermal analysis of composite polymer polymethylmethacrylates with mesogen reactive RM82

ABSTRACT This research report of the synthesis of composite polymers from liquid crystal mesogen reactive (RM82) monomers with Methyl methacrylate (MMA). The purpose of this research is analysis the effect concentration of MMA on the surface and thermal of the composite polymer PMMA-RM82. The result of the morphological analysis of composite surfaces performed by polarization optical microscopy (POM) technique showed liquid crystal textures affected composition from two monomers. SEM images show that the surface of the RM82 liquid crystal has a shape resembling fibrous and blade-like crystals with a length of up to 10 μm (micrometers). Analysis thermal showed the heat released by the PMMA-RM82 increased with the increase in MMA weight percent. This affects the rapid crystallization process of PMMA-RM82 which of concentration MMA 30%-RM82 the heat released is almost twice as much as the heat released by MMA 5%-RM82. The absence of PMMA and RM82 peaks both endothermic and exothermic in PMMA-RM82 samples indicates that polymerization has occurred and a new product has formed. Analysis structure molecule by FTIR found that the IR spectral form of each variation in the weight percent of MMA was almost the same, but there was a spectral shift that showed that polymerization had occurred in PMMA-RM82 which was characterized by a reaction to the free radical C=C bond released by the photoinitiator. XRD pattern of composite PMMA-RM82 showed the peaks formed are located at scattering angles similar to RM82 but there is a decrease in intensity as the percent weight of MMA increases.

Design of sec-Benzyl Vinyl Ethers toward the Synthesis of Alternating Copolymers Composed of Vinyl Alcohol and Vinyl Ether Units.

In this work, we designed benzyl vinyl ethers carrying alkyl substituents at the benzyl position (i.e., sec-BnVEs) as bulky, reactive, and transformable monomers to realize the alternating cationic copolymerization with an alkyl vinyl ether (VE). In particular, the isopropyl substitution caused not only the bulkiness to suppress the successive propagation but also an enhancement of the vinyl group reactivity to promote crossover propagation with a less bulky VE comonomer. The isopropyl-substituted BnVE (iPr-BnVE) underwent living cationic alternating copolymerization with n-butyl VE (nBVE), and the alternating propagation was strongly suggested by the reactivity ratios. The subsequent deprotection of the sec-benzyl pendant afforded the vinyl alcohol (VA)-nBVE alternating copolymer, and the corresponding statistical copolymer was also synthesized by using the nonsubstituted monomer (BnVE) instead of iPr-BnVE. The alternating copolymer exhibited a higher glass transition temperature, which likely stems from the uniform and efficient hydrogen-bonding formation due to the periodic sequence.

Temperature/pH/reduction-sensitive multiple stimulus-responsive nanogels synthesized by one-pot method for design as curcumin carriers

Curcumin (Cur) is of interest due to its widely reported pharmacology, which is limited by its low water solubility and low bioavailability of clinical use. Here, we report the characterization and application of a multiple stimulus-responsive nanogel loaded with Cur. Sensitive P(AM-co-NIPAM) nanogels for pH, temperature, and reduction stimuli were prepared by reflux precipitation polymerization method using AM and NIPAM as raw materials. DLS and SEM analyses showed that the fabricated nanogels had a uniform size distribution with spherical and nucleated-shell structures. By adjusting the feeding amounts of reactive monomers, cross-linkers, and initiators, a series of monodisperse nanogels with different particle sizes could be obtained. The representative nanogels have different Cur-loaded behaviors at different temperatures, times, and initial concentrations of the drug, as well as a sensitive release to changes in pH, temperature, or reducing conditions. Cur-P(AM-co-NIPAM) nanogels showed superior antioxidant activity over the free Cur in vitro. Meanwhile, it inhibited LPS and H2O2-induced oxidative stress, which could effectively inhibit the cellular production of excessive reactive oxygen species and had a protective effect against LPS-induced cellular damage. This nanogel controlled release system significantly improved the safety limit of Cur without hemolytic behavior and had good cytocompatibility. The successful development of such Cur nanogels will lead to advanced materials that can be functionalized and optimized for the controlled delivery of small molecules or biomolecules for targeted therapeutic and biomedical applications.

Polyacrylate modified alkyd hybrid latex with high anti-corrosion performance synthesized via solvent-free and emulsifier-free method

Polyacrylate modified alkyd hybrid emulsion (SPA-WAR) was prepared by solvent-free and emulsifier-free method to solve the problem of contamination of organic solvent in the preparation of alkyd resin. The originality of this paper lies in the special introduction of acrylic monomers. On the one hand, as a solvent, acrylic monomers play the role of reflux and dilution to reduce viscosity and drainage. On the other hand, as reactive monomers, acrylate monomers were grafted to alkyd resin to form macromolecular polymer. Due to the presence of hydrophilic groups in the polyacrylate chain, SPA-WAR can be obtained without the use of surfactants. This method does not need to add additional solvents and emulsifiers, and has the advantages of green environmental protection. Since the acrylate monomer plays the role of reflux condensation, the yield will also be greatly improved. In addition, compared with water-based alkyd resin (WAR) and acrylate-modified alkyd resin prepared by solvent method (PA-WAR), the particle size of SPA-WAR latex is smaller and the surface of SPA-WAR film is smoother. SPA-WAR coating has excellent physical properties and anti-corrosion properties. After 180 h salt spray treatment, SPA-WAR-latex coated tinplate has no obvious corrosion and diffusion.

Redesigned Nylon 6 Variants with Enhanced Recyclability, Ductility, and Transparency.

Geminal (gem-) disubstitution in heterocyclic monomers is an effective strategy to enhance polymer chemical recyclability by lowering their ceiling temperatures. However, the effects of specific substitution patterns on the monomer's reactivity and the resulting polymer's properties are largely unexplored. Here we show that, by systematically installing gem-dimethyl groups onto ϵ-caprolactam (monomer of nylon 6) from the α to ϵ positions, both the redesigned lactam monomer's reactivity and the resulting gem-nylon 6's properties are highly sensitive to the substitution position, with the monomers ranging from non-polymerizable to polymerizable and the gem-nylon properties ranging from inferior to far superior to the parent nylon 6. Remarkably, the nylon 6 with the gem-dimethyls substituted at the γ position is amorphous and optically transparent, with a higher Tg (by 30 °C), yield stress (by 1.5 MPa), ductility (by 3×), and lower depolymerization temperature (by 60 °C) than conventional nylon 6.

Redesigned Nylon 6 Variants with Enhanced Recyclability, Ductility, and Transparency

AbstractGeminal (gem−) disubstitution in heterocyclic monomers is an effective strategy to enhance polymer chemical recyclability by lowering their ceiling temperatures. However, the effects of specific substitution patterns on the monomer's reactivity and the resulting polymer's properties are largely unexplored. Here we show that, by systematically installing gem‐dimethyl groups onto ϵ‐caprolactam (monomer of nylon 6) from the α to ϵ positions, both the redesigned lactam monomer's reactivity and the resulting gem‐nylon 6’s properties are highly sensitive to the substitution position, with the monomers ranging from non‐polymerizable to polymerizable and the gem‐nylon properties ranging from inferior to far superior to the parent nylon 6. Remarkably, the nylon 6 with the gem‐dimethyls substituted at the γ position is amorphous and optically transparent, with a higher Tg (by 30 °C), yield stress (by 1.5 MPa), ductility (by 3×), and lower depolymerization temperature (by 60 °C) than conventional nylon 6.

Dual‐Wavelength Vat Photopolymerization 3D Printing with Hybrid Acrylate‐Epoxy Resins: Influence of Resin Composition on Microstructure and Mechanical Properties

Dual‐wavelength vat photopolymerization 3D printing represents a convenient technology for the fabrication of objects with heterogeneous and locally controlled mechanical properties. By using two λ‐orthogonal cross‐linking reactions, it is possible to produce soft and stiff photopolymers with a single resin vat by switching the light source. Herein, hybrid acrylate‐epoxy resins are selectively cured by using either visible or UV light. At 405 nm, a free radical curing of the acrylate monomers is induced while irradiation with 365 nm triggers an additional cationic ring opening reaction of the epoxy monomer yielding interpenetrating photopolymer networks. In a comprehensive approach, the influence of the resin composition and the applied wavelength on cure kinetics, film morphology, (thermo)mechanical properties, and printability are studied. Fully separated as well as homogenous network morphologies are obtained depending on the ratio between acrylate and epoxy monomers, cure rate and applied light source (405 vs 365 nm). In general, glass transition temperature, stiffness, and tensile strength of the photopolymers increase with rising epoxy content. In contrast, a higher epoxy concentration in combination with a higher amount of the cationic photoinitiator compromises on the system's orthogonality, giving rise to the important role of the resin composition in dual‐wavelength vat photopolymerization 3D printing.

Bifunctional Sulfhydryl-Based Polyimides for Highly Active Cathodes of Li-S Batteries.

Sulfhydryl-based polyimides were synthesized by the nucleophilic ring-opening reaction of thiolactone monomers (BPDA-T, ODPA-T, BTDA-T) with polyethylenimine (PEI), and they were coated on carbon nanotubes as host materials (BPTP@CNT, ODTP@CNT, and BTTP@CNT) of the sulfur cathode. BPTP@CNT/S, ODTP@CNT/S, and BTTP@CNT/S as cathode materials not only promote the covalent bonding of sulfur and polysulfide with sulfhydryl-based polyimides but also reduce the shuttle effect of soluble polysulfide in the redox process. Moreover, sulfhydryl-based polyimides can help improve the compatibility and interfacial contact between sulfur and conductive carbon while alleviating the volume expansion of the cathode. In addition, the conductive network of carbon nanotubes improves the electronic conductivity of the cathode materials. The BTTP@CNT/S cathode showed superior stability (the initial capacity was 902 mAh g-1 at 1C, and the capacity retention rate was 88.58% after 500 cycles) and the initial capacity could reach 718 mAh g-1 when the sulfur loading was 4.8 mg cm-2 (electrolyte/sulfur ratio: 10 μL mg-1), which fully proves the feasibility of the large-scale application of sulfhydryl-based polyimide materials.

Construction of covalent organic frameworks membranes in situ through nonsolvent-induce phase separation for fast and accurate nanofiltration

With the development of covalent organic frameworks (COFs), their superior separation performance in membrane separation has gradually becoming apparent. The method of combining COFs with membrane materials is crucial for their applications prospect. In this study, inspired by the traditional Chinese mortise and tenon structure, we selected 1,3,5-triacetaldehyde mesityl phenol (TFP) and 1,3,5-tris(4-aminophenyl)benzene (TAPB) as the reactive building monomers. P-Phenylenediamine (PDA) was introduced into the casting solution to construct Polyether-sulfone (PES) bottom membranes with amino ligand sites, utilizing the phase transition effect generated by the non-invasive solvent-induced method (NIPS). Subsequently, COFs composite nanofiltration membranes with two-dimensional layered structures were prepared through mild interfacial polymerization (IP) under optimized reaction conditions. The synthesis of COFs composite nanofiltration membranes was demonstrated through a series of characterizations, including scanning transmission electron microscopy and infrared spectroscopy. The COFs composite nanofiltration membranes synthesized by this method exhibited better alignment, greater chemical stability, and higher separation efficiency compared to traditional interracially polymerized COFs composite nanofiltration membranes. As the method involves the addition of additives, it can be more widely applied to a broad range of organic polymer membranes. Furthermore, we demonstrated the effectiveness of the COF composite nanofiltration membranes produced using this method in the separation of molecular dyes. They exhibited rejection exceeding 99% for 0.1 g L−1 methyl blue (MB), Congo red (CR) and chrome black-T (EBT). Additionally, they achieved separation fluxes of up to 300 L m−2 h−1 bar−1 for mixed solutions (dyes/salts) and proved to be effective under extreme conditions, such as 1 M HCl/NaOH. Moreover, COFs-NH2PES composite nanofiltration membranes exhibited the ability to efficiently separate dye molecules of different sizes. This work introduces new ideas for constructing stable and durable COF functional composite membrane materials for practical applications.

Grafting modification of thin-film composite membrane with quaternary ammonium polyelectrolyte for Mg2+/Li+ separation

The positively charged nanofiltration membrane (NF) has a strong repulsive effect on divalent magnesium ions, thus could be applied for the separation of Mg2+/Li+. Chemical grafting modification is an effective way to prepare positively charged membranes. However, it is difficult to achieve chemical modification on the surface of polyamide membrane as the chemical stability of polyamide. By introducing hydroxyl rich monomers (3-[n-tris(hydroxymethyl)methylamino]−2-hydroxypropanesulfonic, HMAH) as active sites in the interfacial polymerization process, the olefin monomers containing quaternary ammonium salt functional groups (acryloxyethyl trimethyl ammonium chloride, ATA) were reacted onto the surface of NF membrane through radical polymerization initiated by cerium ions to obtain positively charged NF membrane. The successful grafting reaction of quaternary ammonium salt monomer onto the surface of NF membrane was verified by Fourier-transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS) and scanning electron microscope (SEM). The membrane with dense and smooth surface layer showed C-N+ characteristic peak in XPS N1s spectra and high isoelectric point. Meanwhile, the as-prepared membrane achieved high MgCl2 rejection of 95.74% and low LiCl rejection of 18.1%, with pure water permeance of 9.43 L·m−2·h−1·bar−1. After 60 hours of mixture filtration experiment, the membrane exhibited good long-term stability, maintaining the ionic separation selectivity over 30, which indicated that the positively charged membrane prepared by grafting method has potential application in the separation of Mg2+/Li+.

High‐Performance Terpolymers with Well‐Defined Structures Facilitate PCE Over 19% for Polymer Solar Cells

AbstractTernary copolymerization is a cost‐effective and time‐saving approach to improve device performance and batch stability of polymer donors. However, the structure of the ternary polymer donor obtained by the traditional one‐pot polymerization is vague due to the different monomer reaction order, which has a great influence on the absorption, crystallization, molecular stacking, and device performance. Therefore, it is necessary to obtain terpolymers with definite structures, and systematically study the differences in device properties of polymers with different sequence structures. Herein, three terpolymers D1, D2, and D3 are developed. Random copolymer D3 is obtained via the traditional one‐pot method while alternating copolymer donor D1 and block copolymer D2 are synthesized by stepwise polymerization. Because the block copolymer D2 possess periodic sequence distribution and retains the excellent properties of the two polymer matrix very well, the D2‐based device shows enhanced tightened π‐face‐on molecular stacking, distinguished efficient exciton dissociation, and decreased energy loss. As a result, the D2:L8‐BO‐based polymer solar cells achieve one of a record power conversion efficiency of 19.03%. The work demonstrates changing the sequence structure of the polymers to synthesize well‐defined structures polymer donors not only maintains the features of polymer matrix, but also combines the advantages of ternary copolymerization.

Double stimulus-responsive palladium catalysts for ethylene polymerization and copolymerization

The external stimulus response strategy has been evolved rapidly in the field of olefin polymerization. In this work, we modularly synthesized three types of double stimulus responsive α-diimine palladium catalysts, combining redox regulation and other regulation together, such as light, Lewis acid and alkali cations. The catalytic activities and the molecular weight of polyethylene products can be regulated for 4 times in ethylene polymerization. These palladium complexes were also used for the copolymerization reaction of ethylene and polar monomers, such as methyl 10-undecylenate and methyl acrylate, effectively regulating the catalytic activities, the molecular weight and polar monomer incorporation of the prepared copolymers. The research on these dual-regulated palladium complexes makes full use of prepared catalysts and provides new inspirations for regulating olefin polymerization.

In-situ growth of molecular waterwheel (Noria) functionalized porous organic polymer membrane for fast separation in liquid

Porous organic polymers (POPs) have become a promising option for creating innovative membranes due to their desirable characteristics such as high porosity, stability, well-defined pore size, and adjustable structure. Utilizing macrocyclic molecules as reaction monomers to tailor POP membranes holds great potential. For example, their hollow inner cavities and abundant chemistry groups can bring surprising performance enhancements to membranes. In this study, the double-cyclic ladder-type molecule Noria was employed as a reactive monomer to prepare o-POP (o-hydroxyazo porous organic polymers) membranes. Compared to o-POP membranes prepared with conventional monomers, Noria-o-POP composite membranes exhibited superior separation performance. The optimal Noria-o-POP-7 composite membrane possesses a pure water permeance of 95.3 L·m−2·h−1·bar−1 and 99.8 % rejection for methyl blue. This can be rationalized by the highly porous network structure and the good sieving effect of double-cyclic cavities that stem from Noria. Beyond that, the Noria-o-POP-7 composite membranes also exhibited excellent performance in ethanol (permeance: 63.5 L·m−2·h−1·bar−1, rejection for EB in ethanol: 97.5 %). This work not only demonstrates the feasibility of using the macrocyclic molecule Noria in preparing o-POP membranes but also offers new insights into the development of high-performance o-POP membranes.

A novel in-situ hydrolysis approach to prepare ultra-selective and ultrasmooth nanofiltration membrane for efficient and sustainable ion separation

Nanofiltration (NF) membranes are increasingly recognized for their proficiency in monovalent/divalent ion separation, making them highly suitable for application such as water softening and resource recovery. This study introduces an innovative in-situ hydrolysis method to enhance the ion selectivity of thin-film composite nanofiltration (TFC-PA NF) membranes. In this method, the reactive monomer in the oil phase was pre-hydrolyzed by contacting with water, producing a partially hydrolyzed monomer that remained soluble in the oil phase. This in-situ hydrolysis process introduced more carboxylic groups to the membrane. That could lead to a proper enlargement of the pore size, subsequently facilitating the separation of Cl−/SO42−. Additionally, the hydrolysis altered the polarity of the acyl chloride molecule, prompting its accumulation at the oil/water interface and accelerating the polymerization reaction rate. This resulted in a thin and exceptionally smooth PA layer. The resulting membrane exhibited a remarkable Cl−/SO42−separation factor of ∼316 under moderate feed concentration and ∼478 under high feed concentration, while maintaining decent water permeance (14.4 L m−2 h−1 bar−1). Moreover, its maintained surface carboxylic group density, combined with ultra-low surface roughness, offered drastically enhanced fouling resistance. Our study illuminates the pathway for a straightforward and scalable method to fabricate highly selective membranes with superior fouling resistance.

Easy access to amphiphilic nitrogenous block copolymers via switchable catalysis.

A key challenge in polymer synthesis is to develop new methods that enable block copolymers to be prepared from mixed monomer feedstock. The emerging switchable polymerization catalysis can generate block copolymers with well-defined structures and tunable properties from monomer mixtures. However, constrained by the reactivity of monomers and the incompatibility of different polymerization mechanisms, this method is usually confined to oxygenated monomers. In this work, the switchable polymerization was successfully applied to nitrogenous monomers for the first time, achieving the efficient copolymerization of N-substituted N-carboxyanhydrides (NNCAs) with epoxides and cyclic anhydrides. This leads to easy access towards amphiphilic nitrogenous copolymers, such as polyester-b-polypeptoids. Density functional theory calculations demonstrated that the reaction of cyclic anhydrides with the alkoxide terminal is thermodynamically more favorable than that of NNCAs. Characterization, using nuclear magnetic resonance spectroscopy, size exclusion chromatography and in situ infrared spectroscopy, has confirmed the well-defined block structure of the obtained copolymers. This switchable polymerization strategy is applicable to a range of monomer mixtures with different oxygenated monomers and NNCAs, providing a highly efficient synthetic route towards nitrogenous block copolymers. Most importantly, the easily accessed amphiphilic polyester-b-polypeptoids demonstrated excellent anti-protein adsorption capabilities and barely any cytotoxicity, showing great potential in the field of biomedicine.

Reaction-induced morphological transitions in a blend of diblock copolymers and reactive monomers: dissipative particle dynamics simulation.

The dissipative particle dynamics (DPD) method is applied to the morphological transitions of microphase-separated domains in a mixture of symmetric AB-diblock copolymers and reactive C-monomers, where polymerization and cross-linking reactions take place among C-monomers. The initial structure for the DPD simulation is an equilibrated cylindrical domain structure prepared by the density-biased Monte Carlo method with density profiles obtained from the self-consistent field theory. By introducing a cross-linking reaction among reactive C-monomers, we confirmed that the DPD simulation reproduces the morphological transitions observed in experiments, where the domain morphology changes due to segregation between A-blocks of diblock copolymers and cross-linking networks of C-monomers. When the cross-linking reaction of C-monomers is sufficiently fast compared to the deformation of the domains, the initial cylindrical domains are preserved, while the distance between the domains increases. On the other hand, when the formation of the cross-linking network is slow, the domains can deform and reconnect with each other in the developing cross-linking network. In this case, we observe morphological transitions from the initial domain morphology with a large-curvature interface to another domain morphology with a smaller-curvature interface, such as the transition from the cylindrical phase to the lamellar phase. We calculated the spatial correlations in the microphase-separated domains and found that such correlations are affected by the speed of the formation of the cross-linking network depending on whether the bridging between microphase-separated domains occurs in a nucleation and growth process or in a spinodal decomposition process.