Solvent Green 5

• CAS: 2744-50-5
• Catalog Number: ACM2744505
• Category: Main Products
• Molecular Weight: 452.54
• Molecular Formula: C30H28O4
• Synonyms: Diisobutyl Perylene-3,9-Dicarboxylate
• Appearance: Orange solid

Case Study

Diisobutyl Perylene-3,9-Dicarboxylate as a Blue-Light Absorbing Moiety for FRET-Based Color Conversion in LED Systems

Lub, Johan, et al. Journal of Luminescence 284 (2025): 121309.

Diisobutyl perylene-3,9-dicarboxylate (compound 2, an isomeric mixture) serves as a blue-light absorbing donor in Förster resonance energy transfer (FRET) molecules designed for efficient blue-to-red conversion in remote phosphor LEDs. When covalently linked to a red-emitting acceptor, it enables direct energy transfer, reducing reliance on yellow-to-red secondary conversion and improving system efficiency.
Synthesis and Characterization: Compound 2 was partially hydrolyzed to mono-acid 9, then esterified with 1,3-propanediol to yield alcohol 10. Coupling of 10 with tetra-acid 8 (via the tetra-acid chloride) gave FRET molecule 5, containing four perylene-based donor units surrounding one red-emitting perylene diimide acceptor. The structure was confirmed by ¹H NMR and MALDI-TOF MS. Spectroscopic properties were studied in chloroform solution and PMMA films.
Performance Evaluation: In compound 5, the yellow emission from the perylene donor was nearly completely quenched, indicating efficient energy transfer to the red acceptor. However, the quantum efficiency (QE) of 5 was low (21% in PMMA, 11% in chloroform) compared to free 2 (QE 93% in PMMA) and free red emitter 7 (QE 88%). Absorption spectra showed peak broadening and redshift around 480 nm, suggesting aggregation of the perylene donor units, which likely causes quenching. The lack of steric hindrance (no 2,6-diisopropyl groups) allows parallel stacking of perylene units, reducing QE.
Conclusion: Diisobutyl perylene-3,9-dicarboxylate is an effective donor for FRET but suffers from aggregation-induced quenching when multiple units are covalently attached. Structural modification with bulky substituents is needed to suppress aggregation and improve quantum efficiency.

Diisobutyl Perylene-3,9-Dicarboxylate as High-Performance FRET Donor for Organic Nanocrystal Color Conversion Layers

Ansari, Rasheeda, et al. Small Structures 7.5 (2026): e70463.

Diisobutyl perylene-3,9-dicarboxylate (PDE) serves as an efficient blue-absorbing donor in Förster resonance energy transfer (FRET)-based organic nanocrystal (ONC) color conversion films. Its superior spectral overlap with green and red BODIPY acceptors enables highly efficient energy funneling, delivering record color conversion efficiencies (CCE) for heavy-metal-free display applications.
Fabrication and Characterization: PDE donor ONCs and BODIPY acceptor ONCs (green 4-tBuPB, red 4-tBuMB, and red 4-tBuPBF) were prepared via surfactant-assisted reprecipitation. Binary films of PDE:acceptor ONCs with TiO2 scattering particles in a PVA matrix were cast to thicknesses of 11-12 μm. Spectroscopic overlap integrals, FRET efficiency, CCE, and color gamut coverage were evaluated.
Performance Evaluation: PDE exhibited excellent spectral overlap with both red (J(λ) = 1.54 × 10^-17) and green (J(λ) = 1.33 × 10^-17) acceptors, significantly outperforming the TBPe donor. PDE:red ONC films achieved FRET efficiency of 82% with a transfer rate of 58.57 × 10⁷ s and CCE of 90.50%; PDE:green films reached 92% CCE at only 2 wt% loading. The optimized films absorbed >92% of incident blue light, transmitted just 5-8%, and delivered wide color gamuts covering 88.76% of BT.2020 and 112.2% of NTSC. The PDE:4-tBuPBF red system further enhanced color purity with emission at 635 nm (FWHM 33 nm). Films exhibited excellent photostability (<9% CCE loss after 1 month) and thermal stability (97% PL retention at 120 °C).

Diisobutyl Perylene-3,9-Dicarboxylate as Efficient Emitter for TTA Photon Up-Conversion in Polymeric Systems

Hollauf, M., et al. Journal of Materials Chemistry C 5.30 (2017): 7535-7545.

Diisobutyl perylene-3,9-dicarboxylate (Solvent Green 5) serves as a highly fluorescent emitter in triplet-triplet annihilation (TTA)-based photon up-conversion. Covalently attached to ROMP-based polymer architectures alongside a Pt-porphyrin sensitizer, its emission properties and spatial arrangement critically determine up-conversion quantum yield.
Fabrication and Characterization: The emitter monomer (PDEmon) was synthesized via saponification of diisobutyl perylene-3,9-dicarboxylate, followed by unsymmetrical esterification and norbornene attachment. Five polymer architectures (random copolymer, triblocks, diblock, and statistical terpolymer) were prepared by ROMP with PDEmon, sensitizer monomer (Pt-porphyrin), and matrix monomer (dimethyl norbornene dicarboxylate) in a PDE:sensitizer ratio of 5:1. TTA up-conversion was measured in deoxygenated 1,4-dioxane under 635 nm laser excitation.
Performance Evaluation: PDEmon showed high fluorescence quantum yield (97%) with emission at 509 nm. The unbound dye pair gave a TTA-UC quantum yield of 8.7%. Among polymers, the fully statistical terpolymer (polymer V) achieved the best performance (φ = 2.95%), while the random copolymer without matrix (polymer I) showed only 0.06% due to aggregation-induced quenching. Block copolymers (polymers II - IV) gave intermediate yields (0.10-0.52%), demonstrating that statistical distribution of both dyes effectively suppresses self-quenching and enables efficient energy transfer.

Custom Q&A

What is the molecular formula of Solvent Green 5?

The molecular formula of Solvent Green 5 is C30H28O4.

What is the molecular weight of Solvent Green 5?

The molecular weight of Solvent Green 5 is 452.5 g/mol.

What is the IUPAC name of Solvent Green 5?

The IUPAC name of Solvent Green 5 is bis(2-methylpropyl) perylene-3,9-dicarboxylate.

What is the InChI of Solvent Green 5?

The InChI of Solvent Green 5 is InChI=1S/C30H28O4/c1-17(2)15-33-29(31)25-13-11-23-20-8-6-10-22-26(30(32)34-16-18(3)4)14-12-24(28(20)22)19-7-5-9-21(25)27(19)23/h5-14,17-18H,15-16H2,1-4H3.

What is the InChIKey of Solvent Green 5?

The InChIKey of Solvent Green 5 is YLNJGHNUXCVDIX-UHFFFAOYSA-N.

What is the canonical SMILES of Solvent Green 5?

The canonical SMILES of Solvent Green 5 is CC(C)COC(=O)C1=CC=C2C3=C4C(=CC=C3)C(=CC=C4C5=C2C1=CC=C5)C(=O)OCC(C).

What is the CAS number of Solvent Green 5?

The CAS number of Solvent Green 5 is 2744-50-5.

What is the XLogP3-AA value of Solvent Green 5?

The XLogP3-AA value of Solvent Green 5 is 8.1.

How many hydrogen bond donor counts does Solvent Green 5 have?

Solvent Green 5 has 0 hydrogen bond donor counts.

How many hydrogen bond acceptor counts does Solvent Green 5 have?

Solvent Green 5 has 4 hydrogen bond acceptor counts.