Polycarbonate-based polyurethane - attractive materials for adhesives, binders and sealants production

Iuliano, Anna; Debowski, Maciej; Plichta, Andrzej; Kowalczyk, Sebastian; Florjańczyk, Zbigniew; Rokicki, Gabriel; Parzuchowski, Paweł G.; Mazurek-Budzyńska, Magdalena; Wołosz, Dominik; Pilch‐Pitera, Barbara

doi:10.14314/polimery.2020.7.1

Cited by 5 publications

(3 citation statements)

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“…Polyurethanes (PUs) have found applications in many areas of everyday’s life such as foams, elastic fibers, sealants, adhesives, and varnishes. − Due to their superb toughness and flexibility, some of them are widely used as thermoplastic elastomers. Unfortunately, the conventional synthesis of PUs causes many threats to the environment and people’s health.…”

Section: Introductionmentioning

confidence: 99%

Environmentally Friendly Synthesis of Urea-Free Poly(carbonate-urethane) Elastomers

2022

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This work presents an eco-friendly synthetic pathway toward non-isocyanate poly(carbonate-urethane)s (NIPCUs) obtained from carbon dioxide and its simple derivativesorganic carbonates. Bis(hydroxyalkyl carbamate)s synthesized from ethylene carbonate and appropriate α,ω-diamines were used as polyurethane hard segment precursors while oligocarbonate diols as soft segment ones. The structures and properties of the obtained NIPCUs were explored by means of 1H NMR, 13C NMR, and FT-IR spectroscopies, MALDI-ToF mass spectrometry, DSC, and mechanical testing. Based on spectroscopic data as well as model reactions, it was demonstrated that the formation of the urea bonds was suppressed due to the presence of carbonate moieties. The reaction of urea bonds with carbonate residues led to urethane group formation. In addition, the influence of the polyurethane structure on the mechanical and thermal properties of the obtained polymers was studied. The obtained NIPCUs exhibited mechanical properties comparable to conventional polyurethane elastomers (e.g., a tensile strength of 32 MPa and an elongation at break of 800%). The described synthetic route is an straightforward way toward the replacement of conventional polyurethanes with environmentally friendly ones.

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Section: Introductionmentioning

confidence: 99%

Environmentally Friendly Synthesis of Urea-Free Poly(carbonate-urethane) Elastomers

2022

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“…Their importance grows each year; thus, unsurprisingly, the number of PUR-manufactured products steadily increases. PUR-based materials find many applications in critical industry sectors such as furniture, , automotive, , electronics, , construction, − footwear, − coatings, − varnishes, − packages, − adhesives, − and others. , …”

Section: Introductionmentioning

confidence: 99%

Poly(Urea-Urethane) Elastomers with Fire-Retardant and Tensile Properties Enhanced by a Built-In Phosphorus Derivative

Kowalczyk

Grochowska

Debowski

et al. 2023

ACS Appl. Polym. Mater.

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One of the most popular materials used in the plastics industry is polyurethane (PUR). In recent years, these plastics have gained attention due to their ease of processing, their simple, relatively inexpensive manufacturing process, and, above all, their properties, which allow PURs to be used as rigid and flexible foams, flexible solid products, adhesives, and biomedical materials. The primary purpose of this work was to study the chemical and/ or physical modifications of urethane prepolymers, resulting in enhanced mechanical properties and reduced flammability. A crosslinking agent based on triesters of phosphoric acid (PPEG) was synthesized and used as a component to produce PUR and poly(urea-urethane)s (PUUR). Commercially available polyether diols, with average molar masses of 450 and 2000 g•mol −1 , and aromatic diisocyanates were used. In the further course of work, thermal properties, flammability, and selected mechanical parameters of the obtained materials were characterized. The addition of PPEG allowed one to achieve products exhibiting better tensile strength, up to 19-fold improvement in properties from 0.51 to 9.71 MPa, and increased thermal stability of materials. Moreover, the PPEG derivative has the ability to reduce the flammability of materials, which has been proven during tests on the calorimeter, where there is a decrease in the heat release capacity (HRC) and the peak heat release rate (peak HRR) compared to the unmodified PUR reference sample by 44.34 and 46.70%, respectively, for the material with the highest derivative content.

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“…One of the representative classes of PUs is poly(carbonate-urethane)s (PCUs), which are obtained from oligocarbonate diol (OCD) as a soft segment precursor. Recently, PCUs have been gaining interest due to their exceptional oxidative and hydrolytic resistance compared to poly(ether-urethane)s and poly(ester-urethane)s [ 16 ]. Interestingly, the introduction of carbonate groups into the PU structure also improves their mechanical and thermal properties due to the greater density of hydrogen bonds and bigger influence on the microphase separation [ 17 , 18 ].…”

Section: Introductionmentioning

confidence: 99%

Non-Isocyanate Aliphatic–Aromatic Poly(carbonate-urethane)s—An Insight into Transurethanization Reactions and Structure–Property Relationships

Wołosz¹

2022

IJMS

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This study reveals insights into the transurethanization reactions leading to the aliphatic–aromatic non-isocyanate poly(carbonate-urethane)s (NIPCUs) and their structure–property relationships. The crucial impact of the alkyl chain length in 4,4′‑diphenylmethylene bis(hydroxyalkyl carbamate) (BHAC) on the process of transurethanization reactions was proved. The strong susceptibility of hydroxyethyl‑ and hydroxybutyl carbamate moieties to the back-biting side reactions was observed due to the formation of thermodynamically stable cyclic products and urea bonds in the BHACs and NIPCUs. When longer alkyl chains (hydroxypentyl-, hydroxyhexyl-, or hydroxydecyl carbamate) were introduced into the BHAC structure, it was not prone to the back‑biting side reaction. Both 1H and 13C NMR, as well as FT-IR spectroscopies, confirmed the presence of carbonate and urethane (and urea for some of the samples) bonds in the NIPCUs, as well as proved the lack of allophanate and ether groups. The increase in the alkyl chain length (from 5 to 10 carbon atoms) between urethane groups in the NIPCU hard segments resulted in the increase in the elongation at break and crystalline phase content, as well as the decrease in the Tg, tensile strength, and hardness. Moreover, the obtained NIPCUs exhibited exceptional mechanical properties (e.g., tensile strength of 40 MPa and elongation at break of 130%).

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Polycarbonate-based polyurethane - attractive materials for adhesives, binders and sealants production

Cited by 5 publications

References 0 publications

Environmentally Friendly Synthesis of Urea-Free Poly(carbonate-urethane) Elastomers

Environmentally Friendly Synthesis of Urea-Free Poly(carbonate-urethane) Elastomers

Poly(Urea-Urethane) Elastomers with Fire-Retardant and Tensile Properties Enhanced by a Built-In Phosphorus Derivative

Non-Isocyanate Aliphatic–Aromatic Poly(carbonate-urethane)s—An Insight into Transurethanization Reactions and Structure–Property Relationships

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