Bisdithiooxalate as novel coupling agent for amino-terminated polyamides

Suckow, Marcus; Lang, Michael; Komber, Hartmut; Pospiech, Doris; Wagner, Michael J.; Weinelt, Frank; Baumann, Franz-Erich; Böhme, Frank

doi:10.1039/c8py01723a

Cited by 3 publications

(39 citation statements)

References 14 publications

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“…Thus, the equivalent initial set up to ref. consists of a mixture of three connected A‐C‐A moieties and isolated D moieties. We further generalize our discussions by allowing for different ratios s of C moieties with respect to A moieties

s = \frac{[C]}{[A]}

while we keep the same variable r for the ratio of reactive groups on D moieties with respect to former AB (now A) moieties

r = \frac{[D]}{[A]}

To simplify the derivation, we further introduce a portion b of bound groups of the species that terminates chains.…”

Section: Analytical Solution Of the Equireactive Casementioning

confidence: 99%

“…Polydispersity of different molecular weights for r > 1 for the special case s = 1/2 of ref. . Simulation data (symbols) is compared with the corresponding theoretical predictions, Equations 23, 27, and 31.…”

Section: Analytical Solution Of the Equireactive Casementioning

confidence: 99%

“…In contrast to the random case, the situation in ref. enforces z C = 1 at r = 0 instead of z C = 2. Furthermore, correlations among the sequence of C and D moieties are introduced through the different ends of the A moieties.…”

Section: Analytical Solution Of the Equireactive Casementioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…A closer inspection of the possible reactions in ref. indicates that the bisdithiooxalate contains four reactive centers that potentially react with the amino groups at the ends of the polyamide 12, see Figure . Reactions with the inner two of these reactive centers (B‐C) result in the formation of an amide group and a hydroxy group.…”

Section: Introductionmentioning

confidence: 99%

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Competing Exchange and Irreversible Reactions in a Linear Co‐Polycondensation Lead to a Broad Composition Window Where Tunable High Molecular Weight Polymers can be Prepared

Lang

Böhme

2019

Macro Theory & Simulations

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A co‐polycondensation reaction is discussed analytically and by Monte‐Carlo simulations where two reactive units compete for reactions with an alternating third reactive unit, whereby irreversible reactions replace bonds which are able to undergo exchange reactions. The resulting number average molar mass, Mn, exhibits only one distinct peak at the stoichiometric condition of both competitors with the alternating partner. The weight average molar mass, Mw, reaches an additional second peak at the stoichiometric condition between the dominating competitor and the alternating partner. Both peaks of Mw surround a range of compositions where a rather high and approximately constant Mw is obtained. The degree of polymerization of the dominating and alternating reaction partners is rather insensitive towards composition fluctuations if the reaction mixture remains within this composition window. This promotes high molecular weight species and more homogeneous weight distributions at incomplete mixing conditions. An ideal reference case (identical reaction rates for all reactions) is solved analytically to describe these reactions. The position of the stable composition window and the average molar masses inside this window can be tuned by choosing appropriate precursor molecules, reaction mixtures, or post‐tuning steps at later times.

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s = \frac{[C]}{[A]}

while we keep the same variable r for the ratio of reactive groups on D moieties with respect to former AB (now A) moieties

r = \frac{[D]}{[A]}

To simplify the derivation, we further introduce a portion b of bound groups of the species that terminates chains.…”

Section: Analytical Solution Of the Equireactive Casementioning

confidence: 99%

Section: Analytical Solution Of the Equireactive Casementioning

confidence: 99%

Section: Analytical Solution Of the Equireactive Casementioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Competing Exchange and Irreversible Reactions in a Linear Co‐Polycondensation Lead to a Broad Composition Window Where Tunable High Molecular Weight Polymers can be Prepared

Lang

Böhme

2019

Macro Theory & Simulations

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Reversible Stepwise Condensation Polymerization with Cyclization: Strictly Alternating Co-polymerization and Homopolymerization Based upon Two Orthogonal Reactions

Lang

Kumar

2021

Macromolecules

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In a preceding work [10.1021/acs.macromol.1c00718Macromolecules2021], we have introduced a simple recursive scheme that allows us to treat stepwise linear reversible polymerizations of any kind with cyclization. This approach is used to discuss the polymerization of linear Gaussian strands (LGS) with two different reactive groups A and B on either chain end that participate in two orthogonal reactions and the strictly alternating copolymerization of LGS that carry A reactive groups with LGS equipped with type B reactive groups. The former of these cases has not been discussed theoretically in literature, the latter only regarding some special cases. We provide either analytical expressions or exact numerical solutions for the general cases with and without cyclization. Weight distributions, averages, polydispersity, and the weight fractions of cyclic and linear species are computed. All numerical solutions were tested by Monte-Carlo simulations.

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Reversible stepwise condensation polymerization with cyclization: strictly alternating co-polymerization and homopolymerization based upon two orthogonal reactions

Lang,

Kumar

2023

Preprint

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In a preceding work [M. Lang, K. Kumar, A simple and general approach for reversible condensation polymerization with cyclization, Macromolecules 54 (2021), in press. ma-2021-00718y], we have introduced a simple recursive scheme that allows to treat stepwise linear reversible polymerizations of any kind with cyclization. This approach is used to discuss the polymerization of linear Gaussian strands (LGS) with two different reactive groups A and B on either chain end that participate in two orthogonal reactions and the strictly alternating copolymerization of LGS that carry A reactive groups with LGS equipped with type B reactive groups. The former of these cases has not been discussed theoretically in literature, the latter only regarding some special cases. We provide either analytical expressions or exact numerical solutions for the general cases with and without cyclization. Weight distributions, averages, polydispersity, and the weight fractions of cyclic and linear species are computed. All numerical solutions were tested by Monte-Carlo simulations.

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Bisdithiooxalate as novel coupling agent for amino-terminated polyamides

Abstract: Bisdithiooxalate is introduced as an outstanding new coupling agent with four reactive centers which effectively reacts with amino-terminated polyamide 12. Peculiarities of the coupling behavior are discussed on the basis of a kinetic model.

Cited by 3 publications

References 14 publications

Competing Exchange and Irreversible Reactions in a Linear Co‐Polycondensation Lead to a Broad Composition Window Where Tunable High Molecular Weight Polymers can be Prepared

Competing Exchange and Irreversible Reactions in a Linear Co‐Polycondensation Lead to a Broad Composition Window Where Tunable High Molecular Weight Polymers can be Prepared

Reversible Stepwise Condensation Polymerization with Cyclization: Strictly Alternating Co-polymerization and Homopolymerization Based upon Two Orthogonal Reactions

Reversible stepwise condensation polymerization with cyclization: strictly alternating co-polymerization and homopolymerization based upon two orthogonal reactions

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