Dispersity control of linear poly(glycidyl ether)s by slow monomer addition

Kuhlmann, Matthias; Groll, Jürgen

doi:10.1039/c5ra08067c

Cited by 7 publications

(6 citation statements)

References 22 publications

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“…Step-Wise Monomer Addition A recent literature by Groll and coworkers demonstrated that the dispersity of poly(glycidyl ether)s was controlled by slow monomer addition. 35 Therefore, we followed a similar approach, and the monomer was added stepwise (one addition of 25 μL monomer every hour) into the solution containing C(A-P)/ t-BuP 4 /i-Bu 3 Al in MeTHF at both 0 and −20 C (P2-8 and P2-9, respectively, Table 2). However, we have not seen an improvement in the case of stepwise monomer addition.…”

Section: Effect Of Temperaturementioning

confidence: 99%

Modification of proline‐based 2,5‐diketopiperazines by anionic ring‐opening polymerization

Tezgel

Puchelle

et al. 2019

J. Polym. Sci. Part A: Polym. Chem.

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2,5-Diketopiperazines (DKPs) are the smallest cyclic dipeptides found in nature with various attractive properties. In this study, we have demonstrated the successful modification of proline-based DKPs using anionic ring-opening polymerization (AROP) as a direct approach. Four different proline-based DKPs with various side chains and increasing steric hindrance were used as initiating species for the polymerization of 1,2-epoxybutane or ethoxyethyl glycidyl ether in the presence of t-BuP 4 phosphazene base. The addition of a Lewis acid, tri-isobutyl aluminum, to the reaction mixture strongly decreased the occurrence of side reactions. Impact of the DKP side-chain functionalities on molar mass control and dispersity was successfully evidenced.

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Section: Effect Of Temperaturementioning

confidence: 99%

Modification of proline‐based 2,5‐diketopiperazines by anionic ring‐opening polymerization

Tezgel

Puchelle

et al. 2019

J. Polym. Sci. Part A: Polym. Chem.

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“…In order to limit the degree of SM, we designed novel polyethers with additional steric hindrance around the pendent olefin. Using potassium tert -butoxide as initiator, which is easier to handle than potassium benzoxide, p(AGE), poly(crotyl glydidyl ether) p(CGE), poly(prenyl glydidyl ether) p(PGE) and poly(methallyl glydidyl ether) p(MAGE) were synthesized in high molar masses and low dispersity (Figure ) from the corresponding epoxide monomers . It is worth noting that the grafted polymer units resulting from CM with p(AGE), p(CGE) and p(PGE) will be the same, while CM with p(MAGE) will lead to a trisubstituted olefin.…”

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confidence: 99%

Tailoring Polyethers for Post-polymerization Functionalization by Cross Metathesis

2018

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Olefin cross metathesis is reported for the first time to attach small molecules to a range of novel polyethers with a poly(ethylene glycol) backbone and pendent alkene groups, allowing for a loading of up to one compound per monomer unit. These polymers are tailored to prevent the occurrence of self metathesis (reaction of the polymer with itself) by varying the substitution on the pendent alkenes, thus steering their reactivity toward olefin cross metathesis. Efficient functionalization has been observed for a range of coupling partners as a proof of concept for the use of olefin metathesis to graft small and larger molecules to polyethers for drug delivery. This approach also paves the way for the use of olefin cross metathesis as an efficient method to functionalize a wide variety of polymers with pendent olefin groups.

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“…Moeller's works 35 have demonstrated this phenomenon, as shown in However, the use of potassium counterion and keeping the reaction at temperatures below 60 C makes it possible to achieve EEGE polymers with a molar mass of about 30 kg/mol without significant amounts of vinyl end groups. 35 Later studies showed 36 Polymerization and copolymerization of other glycidol derivatives than EEGE were carried out by Moeller's group. 37 The use of tertbutyl and allyl glycidyl ether in addition to EEGE in the copolymerization and then the selective hydrolysis of acetal groups in EEGE units lead to well-defined copolymers containing reactive hydroxyl and allyl groups.…”

Section: Anionic Polymerization Of Glycidol With Protected Hydroxyl G...mentioning

confidence: 99%

Ring‐opening (co)polymerization strategies of selected oxacyclic monomers to control and provide tailored polymers with desired properties

Trzebicka,

Wałach,

Kurcok

et al. 2024

Polymers for Advanced Techs

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Ring‐opening polymerization (ROP) is a versatile synthetic method used to produce polymers from cyclic monomers, particularly oxacyclic monomers such as lactones and cyclic ethers. Oxacyclic monomers polymerize with anionic or cationic initiators. For selected monomers, such as glycidol, β‐butyrolactone and higher lactones, methods, and mechanisms of polymerization are presented, the understanding of which has allowed control of these processes. The use of appropriate polymerization techniques and methods, as well as conducting the copolymerization, mainly block copolymerization, makes it possible to control the architecture, molar mass, and end groups of the resulting polymers. These parameters determine the properties of macromolecules, such as solubility, ability to aggregate in aqueous solutions, thermoresponsiveness, and degradability. By carefully selecting monomers, catalysts, and polymerization conditions, ROP strategies can be tailored to produce polymers with precise molecular structures and desired properties for a wide range of applications. This review mainly focuses on precisely controlled syntheses that lead to well‐defined macromolecules consisting mostly of polyether and/or polyester chains.

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Dispersity control of linear poly(glycidyl ether)s by slow monomer addition

Cited by 7 publications

References 22 publications

Modification of proline‐based 2,5‐diketopiperazines by anionic ring‐opening polymerization

Modification of proline‐based 2,5‐diketopiperazines by anionic ring‐opening polymerization

Tailoring Polyethers for Post-polymerization Functionalization by Cross Metathesis

Ring‐opening (co)polymerization strategies of selected oxacyclic monomers to control and provide tailored polymers with desired properties

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