Basicity characterization of novel designed phosphorus containing cyclic structures by a computational approach DOI

Nastaran Bormanzadeh,

Morteza Rouhani, bahareh sadeghi

и другие.

Phosphorus, sulfur, and silicon and the related elements, Год журнала: 2024, Номер unknown, С. 1 - 8

Опубликована: Ноя. 23, 2024

DFT calculations were carried-out for some of novel designed structures with basicity and superbasicity potentials. In this research, two series cyclic phosphorus-containing compound inspiring from 1,3,5,7-tetraazaadamantane 1,4-diazabicyclo[2,2,2]octane. The proton affinity (PA) in the gas phase was calculated each 1–14. Most found to have higher than that 1,8-bis(dimethylamino) naphthalene (DMAN) as threshold (3, 4, 7, 10–14). effect heteroatom substituents type ring well internal bond angles on evaluated. It structure 14 possesses highest PA value 1198.27 kJ mol−1 phase. According obtained results, values significantly amplified by substitution electron releasing groups molecular framework. Also, limitations created donation substitutents neighborhood main phosphazene group are discussed.

Язык: Английский

Reversible adhesives from epoxy-based transesterification-induced vitrimers DOI
Marc Surós, David Santiago, Pere Verdugo

и другие.

Polymer, Год журнала: 2024, Номер 299, С. 126939 - 126939

Опубликована: Март 19, 2024

Язык: Английский

Процитировано

12

Impact of solvolysis on the decomposition efficiency of poly(lactic acid) materials with insight into their non-uniform architecture DOI
Eva Domincová Bergerová,

Monika Strasakova,

Jaroslav Císař

и другие.

International Journal of Biological Macromolecules, Год журнала: 2025, Номер unknown, С. 140529 - 140529

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

1

Triazabicyclodecene: A versatile catalyst for polymer synthesis DOI Open Access
Jeung Gon Kim, Gue Seon Lee, Anna Lee

и другие.

Journal of Polymer Science, Год журнала: 2023, Номер 62(1), С. 42 - 91

Опубликована: Ноя. 3, 2023

Abstract This comprehensive review aims to provide an in‐depth analysis of the catalytic performance 1,5,7‐triazabicyclo[4,4,0]dec‐5‐ene (TBD) in polymer synthesis. TBD, a well‐established organic superbase, possesses distinctive bifunctional character that grants it exceptional capabilities, particularly processes such as transesterification or transamidation. TBD has garnered considerable attention since its initial report by Hedrick and Waymouth 2006, played pivotal role diverse polymerization reactions. Its versatility spans various modes, including chain‐growth step‐growth polymerization, post‐polymerization modification, network thermoset formation. More recently, utility extended green chemical recycling polymers. By providing encompassing overview TBD's historical journey, this delves into past accomplishments while shedding light on present future potential organocatalysts science.

Язык: Английский

Процитировано

17

Metal-free recycling of waste polyethylene terephthalate mediated by TBD protic ionic salts: the crucial role of anionic ligands DOI
Chenxi Zhu,

Linlin Yang,

Chen‐Hui Chen

и другие.

Physical Chemistry Chemical Physics, Год журнала: 2023, Номер 25(41), С. 27936 - 27941

Опубликована: Янв. 1, 2023

The structure-activity relationships of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) based protic ionic salts for polyethylene terephthalate (PET) glycolysis by ethylene glycol (EG) were comprehensively investigated through theoretical prediction and experimental verification. proton capture ability the anionic ligand from EG is positively correlated with activity catalyst, as generation EG- was crucial chain breaking reaction via nucleophilic attack on carbonyl group. Furthermore, density functional theory calculations demonstrated that HTBD cation ligands work in a cooperative manner PET reaction, where abstract to generate provide produce bis(hydroxyalkyl)terephthalate (BHET) product. rate-determining step step, Gibbs energy barriers (ΔG≠) increase order 29.7 kcal mol-1 (HTBD-OAc) < 30.2 (HTBD-CH3CH2COO) 31.4 (HTBD-HCOO) 35.7 (HTBD-CH3COCOO) 36.9 (HTBD-NO3). This confirmed results BHET yields decrease 84.8% > 82.4% 80.2% 73.6% 4.7% These findings offer valuable guidance designing more efficient metal-free salts, promoting sustainable recycling.

Язык: Английский

Процитировано

12

Bridged N–based Ionic Liquid and their Application in Synthesis of Five Membered N–Heterocycles DOI

Anvita Chaudhary,

Richa Srivastava

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134721 - 134721

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0

CO2-binding alcohols as potential candidates for poly(vinyl chloride) upcycling DOI

Juliette Delcorps,

Emna Ben Ayed, Olivier Coulembier

и другие.

Polymer Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

CO 2 -binding alcohols enable selective PVC functionalization, integrating into polymer modification while minimizing waste and unwanted side reactions.

Язык: Английский

Процитировано

0

Scalable depolymerizing transesterification and amidation of (poly)lactic acid (PLA) enabled by resonant acoustic mixing (RAM) DOI Creative Commons
Антон С. Макаров, Magnus Rueping

Green Chemistry, Год журнала: 2024, Номер 27(3), С. 716 - 721

Опубликована: Дек. 10, 2024

Efficient, operationally simple, and scalable conversion of post-consumer (poly)lactic acid into lactate esters lactamides.

Язык: Английский

Процитировано

3

New Horizon in Phospha-Michael Reaction: Ultrafast Double Addition of P–H Bond-Bearing Nucleophiles to Electron-Deficient Triple Bonds and Its Use for Functional Monomer Synthesis and Polymer Modification DOI

Gokhan Sagdic,

Özgün Dağlar, Emrah Çakmakçı

и другие.

Macromolecules, Год журнала: 2023, Номер 56(17), С. 7006 - 7022

Опубликована: Авг. 22, 2023

In this work, a novel, straightforward, robust, fast, and organocatalyst-mediated phospha-Michael reaction (OCPMR) was developed for the addition of phosphorus nucleophiles to electron-deficient alkynes. Several P–H bond-bearing compounds with either fully aliphatic or aromatic units were utilized newly reaction, it found that phosphorous species containing only groups reacted activated alkynes within 5 min at room temperature. The led fast double-addition triple bond An in-depth analysis mechanism selectivity OCPMR performed using computational methods. Using method, double-phosphorylated allyl-functional monomers synthesized subsequently used synthesis linear crosslinked polymers via thiol-ene photopolymerization. thermoset materials exhibited LOI values as high 26.4%. We also showed polyesters having bonds could be easily functionalized compounds. synthetic method proposed herein promises easy P–C formation under mild conditions, is straightforward phosphorus-containing monomers, polymers, polymer post-functionalization. believe feature will great interest not material chemists scientists but organic chemists, pharmaceutical researchers, etc.

Язык: Английский

Процитировано

6

Synergetic binary organocatalyzed ring opening polymerization for the precision synthesis of polysiloxanes DOI Creative Commons
Hiroshi Okamoto, Atsushi Sogabe, Satoshi Honda

и другие.

Communications Chemistry, Год журнала: 2024, Номер 7(1)

Опубликована: Март 21, 2024

Abstract Organocatalytic ring-opening polymerization (ROP) is a versatile method for synthesizing well-defined polymers with controlled molecular weights, dispersities, and nonlinear macromolecular architectures. Despite spectacular advances in organocatalytic ROP, precision synthesis of polysiloxanes remains challenging due to the mismatch polarity between highly polar initiators nonpolar monomers difficulty suppressing formation scrambling products via transetherification reactions during ROP cyclic siloxanes. Here, we describe binary (BOROP) hexamethylcyclotrisiloxane (D3) employing organic bases as catalysts (thio)ureas cocatalysts. The BOROP D3 using triazabicyclodecene (TBD) generates polydimethylsiloxanes (PDMSs) narrow dispersity ( M w / n < 1.1). similar basicities TBD 1,8-bis(tetramethylguanidino)naphthalene (TMGN), which known proton sponge, unitary system TMGN was inactive D3. When paired acidic urea, yielded PDMSs Data suggest that synergetic effect urea results an unprecedented activation–deactivation equilibrium dormant propagating species. benefits present are demonstrated by PDMS elastomers more uniform network structures stretchy have excellent mechanical properties.

Язык: Английский

Процитировано

2

Process Development of Bersacapavir, Part 2. Early Game Route Selection: Catalytic versus Stoichiometric Haloform-Type Amidation DOI
Florian Medina,

William Maton,

Jean‐Pierre Bongartz

и другие.

Organic Process Research & Development, Год журнала: 2024, Номер unknown

Опубликована: Июль 10, 2024

Язык: Английский

Процитировано

2