Isophorone diisocyanate ipdi

Manufactured by Merck Group

Sourced in Japan, United States

Isophorone diisocyanate (IPDI) is a colorless to pale yellow liquid chemical compound. It is a bifunctional isocyanate with a cycloaliphatic structure. IPDI is used as a raw material in the production of various polyurethane products.

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Isophorone diisocyanate (68 citations) Isophorone (3 citations)

4 protocols using isophorone diisocyanate ipdi

Polymer Substrate Surface Functionalization

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All monomers
were used as received including isobornyl acrylate (IBOA, Sigma-Aldrich),
isobornyl methacrylate (VWR), and styrene (Acros Organics). The AB–L
complex, tri-n-butylborane 3-methoxypropylamine,
was donated from Callory LLC (Pittsburgh, PA) and stored in a glovebox.
All other reagents, including isophorone diisocyanate (IPDI, 98%,
Sigma-Aldrich), methacrylic acid (TCI Chemicals), polyhedral oligomeric
silsesquioxane with eight acrylopropyl groups (90%, Hybrid Plastics),
and Super P carbon black (99+%, Alfa Aesar), were used as received.
All polymer substrates were ordered from McMaster-Carr and cut into
10.2 × 2.5 × 0.3 cm (4 × 1 × 1/8 inch) specimens
from original bars of 38 × 1 × 1/8 inch. The polymer substrates
include polypropylene (part number: 8782K11), polycarbonate (part
number: 1749K119), high-density polyethylene (part number: 8671K11),
polytetrafluoroethylene (part number: 8735K12), nylon 66 (part number:
8733K11), polyvinylchloride (part number: 8740K11), and polymethylmethacrylate
(part number: 1227T119).

Wilson O.R., Borrelli D.J, & Magenau A.J. (2022). Simple and Rapid Adhesion of Commodity Polymer Substrates under Ambient Conditions Using Complexed Alkylboranes. ACS Omega, 7(32), 28636-28645.

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Polyol-based Biodegradable Polyurethane Synthesis

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Poly(ε-caprolactone)diol (PCL, M_n = 2000 g mol⁻¹, Sigma-Aldrich, USA), dimer acid (DA, M_n ∼ 570, Sigma-Aldrich, USA), glycerol (Merck, India) and sunflower oil (Sigma-Aldrich, USA) were dried for 12 h in an hot oven under vacuum before use. Bis(hydroxyalkyl)–poly(dimethylsiloxane) (PDMS, M_n ∼ 5600 g mol⁻¹, Sigma-Aldrich, Japan), isophorone diisocyanate (IPDI, Sigma-Aldrich, USA), 2,4/2,6-toluene diisocyanate (TDI, Merck, Germany), oxalic acid (Rankem, India), potassium hydroxide (Rankem, India), para-toluene sulfonic acid (p-TSA, SRL, Mumbai, India), styrene (Sigma-Aldrich, USA) and benzoyl peroxide (BPO, Merck, India) were used as received. Xylene (Merck, India) was distilled and kept in 4A type of molecular sieves prior to use.

Ghosh T, & Karak N. (2018). Tough interpenetrating polymer network of silicone containing polyurethane and polystyrene with self-healing, shape memory and self-cleaning attributes. RSC Advances, 8(31), 17044-17055.

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Synthesis of Polyurethane Microcapsules

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Toluene 2,4-diisocyanate (TDI) (Sigma Aldrich, St. Louis, MO, USA), glycerol (Sigma Aldrich, St. Louis, MO, USA), 1,4-butanediol (Merck, Darmstadt, Germany), 1,6-hexanediol (Merck, Darmstadt, Germany), and chlorobenzene (Merck, Darmstadt, Germany) were used for the preparation of TDI-prepolymers, and cyclohexanone (ABCR, Karlsruhe, Germany) was used as a solvent. For the microcapsule synthesis, isophorone diisocyanate (IPDI) (Sigma Aldrich, St. Louis, MO, USA) was used as a core material, gum arabic (GA) (Sigma Aldrich, St. Louis, MO, USA) was used as a surfactant and cyclohexanone (ABCR, Karlsruhe, Germany), was used as a solvent. For the coating’s preparation, polyol (LUMIFLON LF9716 fluoropolymer consisting of alternating fluoroethylene and vinyl ether segments with an OH value of 170 KOH/g, AGC Chemicals, Exton, PA, USA) and diisocyanate (Desmodur N3900 aliphatic isocyanate resin based on hexamethylene diisocyanate, Convestro, Leverkusen, Germany) were used, and 2,2-dimethoxypropane (Sigma Aldrich, St. Louis, MO, USA) was used as a thinner.

Šobak M., Štular D., Štirn Ž., Žitko G., Čelan Korošin N, & Jerman I. (2021). Influence of the Prepolymer Type and Synthesis Parameters on Self-Healing Anticorrosion Properties of Composite Coatings Containing Isophorone Diisocyanate-Loaded Polyurethane Microcapsules. Polymers, 13(5), 840.

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Synthesis and Self-Assembly of Isocyanate-Functionalized Star Polymers

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OH-sP(EO-stat-PO) six-arm star pre-polymers, prepared by the core-first divergent approach using anionic polymerization and sorbitol initiator, were kindly provided by Dow Chemical Company (Terneuzen, NL). Nuclear magnetic resonance (NMR) analysis of the end groups confirmed that 80% of the end groups were secondary alcohols originating from PO.
To produce isocyanate-functionalized NCO-sP(EO-stat-PO) for reactive self-assembly, isocyanate end groups were prepared by a reaction of OH-sP(EO-stat-PO) with isophorone diisocyanate (IPDI; 98%; Sigma-Aldrich, Munich, Germany). During the synthesis, the polyol was added to an 80-fold excess of IPDI and stirred for three days at 55 °C under nitrogen atmosphere. The excess of IPDI was removed by short path distillation. The product was purified by precipitation in cold diethyether.
To produce the nanogels, by either reactive non-reactive or reactive self-assembly, OH-sP(EO-stat-PO) or NCO-sP(EO-stat-PO) was dispersed in ultrapure water with concentrations ranging from 5 to 20 mg/ml and stirred overnight at room temperature. The isocyanate-functionalized star polymers (NCO-sP(EO-stat-PO)) were weighed under an inert gas and dissolved in water by stirring at different speeds ranging from 300 to 900 rpm for 24 hours.

Hildebrandt H., Paloheimo O., Mäntylä E., Willman S., Hakanen S., Albrecht K., Groll J., Möller M, & Vihinen-Ranta M. (2018). Reactive Self-Assembly and Specific Cellular Delivery of NCO-sP(EO-stat-PO)-Derived Nanogels. Macromolecular bioscience, 18(10).

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