Technical articles

Introduction to Phthalocyanine Dyes and Selection: From Classic Blue/Green Pigments to Designable Functional Molecules (Including an Application Map and Aggregation Troubleshooting)

What are phthalocyanines?

Phthalocyanines (Pc, phthalocyanine) are a class of macrocyclic, highly conjugated molecules. You can think of Pc as an exceptionally stable “conjugated macrocycle disk”: the periphery can be decorated with different substituents, and a metal can be inserted at the center to form a metal phthalocyanine (MPc, metal phthalocyanine). This structural platform brings two major advantages:

1. Strong color strength: Pc typically shows intense absorption in the visible region (the characteristic Q band is commonly around 600–700 nm), which is why Pc blues and greens look especially “deep” and “hard.”

2. High tunability: The central metal, peripheral substitution, and (for certain metals) axial coordination can systematically tune solubility, aggregation behavior, energy levels, and chemical/reactive properties.

Quick glossary (terms at a glance)

Term

One-line explanation

Notes

Pc (phthalocyanine)

A classic macrocyclic conjugated chromophore

Strong visible absorption; highly stable framework

MPc (metal phthalocyanine)

Pc with a metal inserted at the center

The metal largely determines redox behavior / catalysis / energy levels

Nc (naphthalocyanine)

A more “expanded” conjugated Pc family

More red-shifted absorption; often enters the NIR (700–900 nm)

SubPc (subphthalocyanine)

A “smaller / different skeleton” analogue

Common in organic optoelectronics (donor/acceptor, emission-related)

Q band (visible to NIR) / Soret band (UV/near-UV)

Two characteristic absorption bands of Pc/Nc

Q band is more critical (color/optoelectronics/photosensitization core); Pc often at 600–700 nm

Axial coordination / axial substitution

Some centers (e.g., Al/Ga/In/Sn/Ti/Si) can bind “axial groups” above/below the macrocycle

A key entry point for post-functionalization

Note: The wavelength ranges above are typical references for monomeric species in solution. In thin films, different crystal forms, or aggregated states, peak positions and band shapes can change substantially, and even broader long-wavelength absorption may appear.


A “simple-to-grasp framework”: Pc properties are governed by three structural knobs

Knob A: Which central metal?

1. Cu/Zn: Common “general-purpose chromophore / thin-film material” workhorses

2. Fe/Co/Mn: More oriented toward redox activity and catalysis/sensing models

3. Heavy metals: May introduce stronger spin–orbit coupling, but require more caution in research practice and compliance management

Knob B: What peripheral substituents? (Solubility / aggregation / fine tuning of absorption)

1. Long-chain alkoxy/phenoxy/tert-butyl: Often used to enhance solubility, suppress aggregation, and facilitate solution processing into films

2. Reactive handles (e.g., –NH): More like “platform precursors” for coupling/grafting

Knob C: Can the axial site be modified? (Post-functionalization / targeting / assembly)

1. AlPcCl, GaPcCl, InPcCl, SnPcCl, TiPcCl, SiPcCl / SiPc(OH): Often serve as entry points where axial positions can be further substituted/derivatized


Dye vs. pigment: same phthalocyanine core, completely different usage logic

Core dividing line: Solubility + how color is produced (molecular state vs. particulate state)

Comparison dimension (core difference)

Dye

Pigment

State in the application system (most critical)

Soluble: exists as molecules or ions in water/organic solvents

Essentially insoluble: dispersed as solid microparticles in resins/media

Coloration/adhesion mechanism

Molecular absorption + affinity/binding to the substrate (penetration into fibers, ionic/covalent bonding, etc.)

Particle absorption + scattering; color relies on stable dispersion in coatings/plastics

Typical application scenarios (process perspective)

Textile/paper dyeing; aqueous/solution labeling and spectroscopy

Coatings, inks, plastics coloration (“color by mixing into the matrix”)

Key metrics most often checked in selection

Solubility; ionic character/hydrophilicity; dyeing/binding mode; wash fastness/migration resistance; in research also aggregation and spectral stability

Particle size & distribution; crystal form; dispersibility/anti-flocculation; weather/heat/chemical resistance; surface treatment & resin compatibility

Most common failure modes

Won’t dissolve; aggregation broadens bands and weakens fluorescence; weak binding to substrate

Sedimentation/flocculation; floating/flooding and mottling; hiding power/hue drift; insufficient weathering resistance

Notes:

1. Many industrial phthalocyanines are classic pigments. For example, Pigment Green 7 (PG7) is often labeled in databases as polychlorinated copper phthalocyanine.

2. Phthalocyanines can also be “converted” into more dye-like/functional-molecule usage modes—especially in research and biological systems—via sulfonation (water solubility), introduction of ionic groups, and/or axial functionalization (e.g., SiPc, AlPcCl).


Family overview table

Family

Structural features

Typical advantages

Common research applications

Selection keywords

Base metal phthalocyanines / parent cores (CuPc/ZnPc/CoPc/FePc…)

The most classic Pc/MPc framework

Mature, stable, easy as benchmark controls

Spectroscopy/electrochemistry; evaporation or thin-film device benchmarks

Use as control; get the system working first

Substituted Pc (solubilization / anti-aggregation / solution processing)

Long-chain or sterically bulky substituents on the periphery

Higher organic solubility/dispersion; improved film formation and controllable aggregation

Solution-processed films, devices, photosensitive materials

Solubility/dispersion; aggregation; film formation

Substituted Pc (functionalizable / coupling precursors)

Reactive handles such as –NH/OH

Easy post-modification: grafting, coupling, surface functionalization

Bioconjugation, surface modification, polymer grafting

I need a post-functionalization handle

Fluorinated Pc

Peripheral F substitution

Often used to lower energy levels, improve oxidative stability, and alter aggregation/morphology

Energy-level tuning; device stability & morphology studies

Energy levels; stability; morphology

Sulfonated Pc (water-soluble)

Sulfonic acid/sulfonate salts (ionic)

Enables use in aqueous systems

Aqueous sensing, electrochemistry, biological staining/labeling

Aggregation control; salt sensitivity/ionic strength

Metal Pc chlorides / axial precursors (M–Cl)

Axial Cl site (often for higher-valent centers)

Axial substitution/coordination → convenient for post-functionalization & assembly

Axial substitution, assembly, photosensitization/targeting, interface engineering

Axial modifiability; controllable coordination

Silicon phthalocyanines (SiPc)

Si(IV) often has two axial sites (–Cl/–OH/–OR, etc.)

Large axial-chemistry space; convenient for building functional molecules

Photosensitization/labeling; material functionalization & assembly

Axial –Cl/–OH; derivatizable

Naphthalocyanines (Nc, NIR)

Conjugation-expanded Pc skeleton

Red-shifted absorption; stronger NIR absorption

NIR devices; photoacoustic/photothermal; imaging

Nc strong absorption typically falls in the NIR (common main peak ~750–800 nm; depending on system and morphology it can extend to longer wavelengths). Aggregation control

SubPc

“Sub-/different” skeleton distinct from Pc (often boron SubPc)

Common in organic optoelectronics; properties are tunable

OLED/OPV; self-assembly and interface studies

Emission/absorption; energy levels; morphology

Pc salts (Pc² alkali-metal salts)

Deprotonated Pc² dianion salts (commonly used as precursors for metal insertion/derivatization or as electrochemical models) (e.g., disodium/dilithium)

Can serve as intermediates/electrochemical models or starting points for further functionalization

Electrochemistry; coordination/metalation precursors; derivatization

Reaction intermediates; reduced-state models

Poly-phthalocyanines / polymers (Poly-Pc)

Polymerized or networked Pc materials

Heat/chemical resistance; stable material form factors

Functional coatings; composites; conductive/electrode-related research

Material form; stability; processability

Abbreviations

1. Pc: Phthalocyanine 

2. MPc: Metal phthalocyanine (;M = Cu/Zn/Co/Fe…)

3. CuPc/ZnPc/CoPc/FePc: copper/zinc/cobalt/iron phthalocyanine

4. Nc: Naphthalocyanine (conjugation-expanded, more red-shifted absorption)

5. SubPc: Subphthalocyanine (commonly boron SubPc)

6. NIR: Near-infrared 


Selection at a Glance — Decision Tree

What are you trying to do?

A. Industrial coloration (coatings / inks / plastics)

→ Priority: classic phthalocyanine pigments

 (focus on: dispersion / particle size / crystal form / weather resistance)

B. Functional materials for research (optoelectronics / catalysis / sensing / bio)

1) Where do you need absorption?

Visible (~600–700 nm; typical Q band)

→ Priority: Pc / MPc (phthalocyanines / metal phthalocyanines)

Near-infrared (~700–900 nm)

→ Priority: Nc (naphthalocyanines; more red-shifted absorption)

2) In what medium/system?

Aqueous phase (buffers / water-soluble systems)

→ Priority: sulfonated phthalocyanines (or other water-enabling designs)

Note: aggregation control is often the key

(ionic strength/salinity, concentration, co-solvents,

surfactants, carriers, etc.)

Organic phase / solution processing (solution-cast films, device thin films)

Priority: solubilized / anti-aggregation substituted Pc / Nc

3) Do you need post-functionalization (grafting / coupling / targeting / assembly)?

Yes

 → Prioritize “modifiable entry points”:

(1) Axial precursors (e.g., M–Cl)

(2) SiPc (axial –Cl/–OH can be further derivatized)

(3) Functionalized precursors with reactive handles (e.g., –NH2, –OH)

No (get the system working first / use as a benchmark)

→ Priority: basic parent MPc, or conventional substituted Pc / Nc

4) What is the primary function you care about?

Optoelectronic devices / thin-film materials (OPV/OLED/detectors/OFET, etc.)

→ Emphasis: solubility/dispersion + film morphology + energy-level matching

Options: substitution (morphology/aggregation/solubility)

± fluorination (energy levels/stability/morphology)

Catalysis / sensing / redox mechanism studies

→ Emphasis: metal-center redox behavior + coordination/axial environment

(often Fe/Co/Mn MPc systems)

Bio-photosensitization / imaging / labeling

→ Emphasis: water solubility or functionalizability

+ aggregation control + biocompatibility in biological systems


Application Map

Application area

More commonly prioritized families

Why

Selection focus

Organic optoelectronics (OPV / OLED / photodetectors / OFET)

Substituted Pc/Nc, fluorinated Pc, SubPc

Device performance is jointly determined by film morphology + energy levels + absorption window

Prioritize solubility/dispersion and thin-film morphology; use experimentally measured energy levels (e.g., CV/UPS) as the reference; run morphology controls/comparisons

NIR devices / photoacoustic–photothermal / NIR detection

Nc (including some SiNc, etc.)

Nc often shows strong absorption at >700 nm, making it well-suited for NIR directions

First confirm peak position and bandshape (monomer vs. aggregate); control aggregation and solubility/dispersion; in devices, pay attention to morphological stability

Electrocatalysis / sensing (ORR / CORR, etc.)

Fe/Co/Mn MPc and other axially tunable systems

The metal-center redox and coordination environment are relatively controllable, enabling mechanistic and structure–performance correlations

Prioritize the metal center; then fine-tune with axial/peripheral electronic effects; include controls for support and interfacial compatibility

Aqueous electrochemistry / bio-related (sensing, labeling, etc.)

Sulfonated Pc, functionalizable SiPc

Water solubility and modifiability facilitate entry into aqueous systems

Aggregation/salinity/protein effects must be controlled; record preparation order and timing

Photodynamic / antibacterial photosensitization (PDT / PACT)

Sulfonated Pc, photosensitizing systems such as SiPc

Visible-to-NIR absorption plus triplet/ROS-related properties make them classic photosensitizer platforms

Characterize both monomeric and aggregated states; control light dose and oxygen conditions; run light vs. dark controls and toxicity controls

Photocatalysis / photoinduced charge separation (including aggregated materials)

Pc aggregates/films, MPc-related systems

Aggregated states may exhibit semiconductor-like charge transfer and photoactivity

Morphology and aggregation state are the “structure itself”; build an evidence chain using absorption, transient methods, electrochemistry, etc.

Abbreviations:

1. OPV = organic photovoltaics; OLED = organic light-emitting diode; OFET = organic field-effect transistor

2. NIR = near-infrared; MPc = metal phthalocyanine; SiPc/SiNc = silicon phthalocyanine / silicon naphthalocyanine; PDT/PACT = photodynamic therapy / photodynamic antimicrobial therapy (research context)


Common Notes

In phthalocyanine systems, “spectral/performance instability” is very often linked to aggregation: aggregation can alter the Q-band bandshape (broadening, shifting, splitting, or shoulder formation) and is frequently accompanied by reduced fluorescence (aggregation-induced quenching). In aqueous systems, factors such as ionic strength, buffer salts, and protein adsorption can significantly shift the aggregation equilibrium, making “the same recipe but drifting results” more likely.

Also watch for: inner-filter effects (self-absorption) caused by high concentration/long path length, and axial coordination drift that may occur for certain centers (e.g., Al/Ga/In/Sn/Ti/Si). These can produce spectral changes that “look like aggregation.”

Troubleshooting Table

Symptom

Possible causes

First checks / fixes (priority order)

Absorption peak broadens, more shoulders / peak position drifts

Aggregation (H/J aggregates), concentration too high; salinity/solvent changes shift aggregation equilibrium

Run a concentration series; compare salinity/buffer salt; add a small amount of co-solvent; use surfactants/carriers; record standing time (aggregation has a “history effect”)

Fluorescence is weak or unstable

Aggregation quenching; inner-filter effect; quenching by dissolved oxygen or impurities

First reduce absorbance to a suitable range (exclude inner-filter effects); lower concentration; compare deoxygenated vs. N-purged; switch solvent and higher purity grade; compare monomer vs. aggregate spectra

Aqueous behavior is “different every time”

Ionic strength, protein adsorption, pH, and preparation order shift aggregation equilibrium

Fix buffer system and pH; prepare a stock solution first, then dilute; fix addition order and mixing method; record sonication/filtration/standing time; if needed, use BSA/surfactants as encapsulation controls

Electrochemical/catalytic performance drifts

Changes in metal-center oxidation state; axial coordination/ligand exchange; differences in adsorption on supports

Fix electrolyte/anion; run a control “with vs. without axial ligand”; record electrode pretreatment; cross-validate with spectroscopy + electrochemistry

Large variation in thin-film device performance

Differences in morphology/orientation/polymorph; residual solvent; differences in substrate surface energy

Standardize curing/annealing; build a solvent-matrix comparison; control humidity/temperature; use the same batch substrate treatment; establish morphology controls with absorption/AFM/GIXRD (if available)

Performance decays under light

Photobleaching; oxygen involvement leading to ROS/side reactions; different behavior of aggregated vs. monomeric states

Store protected from light; define light dose; compare aerobic vs. anaerobic; record absorption/fluorescence before and after irradiation

Terminology note: H- and J-aggregation are two common dye aggregation modes; they typically cause differences in peak position and bandshape (e.g., blue shift/red shift, narrowing/broadening, etc.).


Aladdin Reference Products — Phthalocyanine Chromophore Families & Use Quick Guide (Parent / Substituted / Fluorinated / Sulfonated Water-Soluble / Axial Precursors / SubPc / Nc)

Category

Aladdin Cat. No.

Product name

CAS No.

Specification or purity

Product features or applications

Base metal phthalocyanine / parent

C432135

Copper(II) phthalocyanine

147-14-8

Sublimed grade, ≥99.95% metals basis, triple-sublimed

Classic phthalocyanine-blue parent (CuPc); strong tinting strength; widely used as a pigment model and for spectroscopy/electrochemistry and organic semiconductor thin-film studies

Base metal phthalocyanine / parent

Z163005

Zinc phthalocyanine

14320-04-8

≥95% (T)

ZnPc: classic photosensitizer/chromophore; used in spectroscopy, photosensitive materials, and organic electronic thin films (often as p-type/donor systems)

Base metal phthalocyanine / parent

H475849

29H,31H-Phthalocyanine

574-93-6

≥98%, β-form

Metal-free phthalocyanine parent; used for structure/spectroscopy teaching and as a starting material for metal insertion synthesis (commonly used to prepare various metal phthalocyanines)

Base metal phthalocyanine / parent

N302825

Nickel(II) phthalocyanine

14055-02-8

Dye content 85%

NiPc: stable π-conjugated complex; used in organic semiconductor thin films, gas/electrochemical sensing, and model electrocatalysis studies

Base metal phthalocyanine / parent

C121597

Cobalt(II) phthalocyanine

3317-67-7

≥95%

CoPc: electroactive center; commonly used in ORR/OER-related electrocatalysis and gas sensing as a coordination-model system

Base metal phthalocyanine / parent

V290261

Vanadyl phthalocyanine

13930-88-6

Sublimed grade, ≥99%

The V=O axial group gives distinctive spectroscopic/electrochemical features; used in thin-film optoelectronics, redox activity, and catalytic mechanism model studies

Base metal phthalocyanine / parent

I431893

Iron phthalocyanine

132-16-1

Dye content ~90%

FePc: typical redox-active metal phthalocyanine; used for electrocatalysis/peroxidase-mimic models, spectroelectrochemistry, and thin-film materials

Base metal phthalocyanine / parent

M478378

Magnesium phthalocyanine

1661-03-6

Dye content 90%

MgPc: light-metal center with strong absorption; used in spectroscopy, energy transfer/photosensitization, and organic thin-film studies

Base metal phthalocyanine / parent

T302978

Tin(II) phthalocyanine

15304-57-1

≥95%

SnPc family: the center may participate in axial coordination/structural tuning; used in optoelectronic thin films, sensing, and coordination chemistry studies

Base metal phthalocyanine / parent

T432499

Titanium phthalocyanine

26201-32-1

Dye content 95%

TiPc/OTiPc-related systems: can form films and are used in optoelectronics/photocatalysis and charge-transfer research; the Ti center affects energy levels and excited-state processes

Base metal phthalocyanine / parent

L131573

Lead(II) phthalocyanine

15187-16-3

Sublimed grade, ≥98% (T)

PbPc: heavy-atom effect and energy-level tuning; often used in organic optoelectronics/NIR-absorption material studies

Base metal phthalocyanine / parent

P290024

Platinum phthalocyanine

14075-08-2

≥97%

PtPc: heavy-metal center; used for NIR absorption, optoelectronic/catalysis models, and materials research

Commercial dyes/pigments (C.I.)

P342026

Pigment Green 7

1328-53-6

Biological staining grade

Classic phthalocyanine green pigment (often a chlorinated copper phthalocyanine system); light- and weather-fast; used for inks/coatings/plastics coloration or dispersion systems

Commercial dyes/pigments (C.I.)

D405481

Direct Blue 86

1330-38-7

Often a representative direct dye based on sulfonated phthalocyanine systems; used for aqueous dyeing of cellulosic fibers/paper, etc.

Commercial dyes/pigments (C.I.)

C349638

Reactive Blue 21

12236-86-1

Industrial grade

Reactive textile dye; commonly a phthalocyanine-derived scaffold (with reactive groups that can bond to fibers), offering good wet fastness

Commercial dyes/pigments (C.I.)

A105505

Alcian Blue 8GX

33864-99-2

Dye-content ≥50%

Commonly used in histological staining (Alcian Blue family); typically a phthalocyanine derivative (with cationic/sulfonated groups), for staining acidic mucopolysaccharides/glycosaminoglycans

Substituted Pc (anti-aggregation / solution processing)

C154048

2,9,16,23-Tetra-tert-butyl copper(II) phthalocyanine

39001-64-4

≥97%

tert-Butyl steric hindrance is often used to suppress π–π aggregation and improve organic dispersion; used in spectroscopy/photosensitization and organic thin-film studies

Substituted Pc (anti-aggregation / solution processing)

N478400

Nickel(II) 1,4,8,11,15,18,22,25-octabutoxy-29H,31H-phthalocyanine

155773-71-0

Dye content 97%

Long-chain alkoxy groups enhance organic solubility/dispersion, enabling solution processing and more uniform films; used in device and spectroscopy studies

Substituted Pc (anti-aggregation / solution processing)

C478384

Copper(II) 1,4,8,11,15,18,22,25-octabutoxy-29H,31H-phthalocyanine

107227-88-3

Dye content 95%

Long-chain alkoxy groups enhance organic solubility/dispersion, enabling solution processing and more uniform films; used in device and spectroscopy studies

Substituted Pc (anti-aggregation / solution processing)

O478385

1,4,8,11,15,18,22,25-Octabutoxy-29H,31H-phthalocyanine

116453-73-7

Dye content 95%

Long-chain alkoxy groups enhance organic solubility/dispersion, enabling solution processing and more uniform films; used in device and spectroscopy studies

Substituted Pc (anti-aggregation / solution processing)

Z486529

Zinc 1,4,8,11,15,18,22,25-octabutoxy-29H,31H-phthalocyanine

107227-89-4

Long-chain alkoxy groups enhance organic solubility/dispersion; facilitate solution processing and film formation (Zn center is often used in photosensitizer/chromophore studies)

Substituted Pc (anti-aggregation / solution processing)

C478386

Copper(II) 2,3,9,10,16,17,23,24-octaalkyl(octyloxy)-29H,31H-phthalocyanine

119495-09-9

Dye content 95%

Long-chain alkyl/alkoxy substitution improves organic solubility and film formation; commonly used in solution-processed thin films and optoelectronic research

Substituted Pc (anti-aggregation / solution processing)

V478407

2,9,16,23-Tetraphenoxy-29H,31H-phthalocyanine vanadyl

109738-21-8

Dye content 98%

Aryloxy substitution often improves organic solubility, controls aggregation, and fine-tunes absorption; suitable for solution-cast films and spectroscopy studies

Substituted Pc (functionalizable / coupling precursor)

T588527

(4,4′,4′′,4′′′-Tetraaminophthalocyanine)cobalt

27680-31-5

Reagent grade

Four –NH groups provide highly reactive sites for post-functionalization (acylation/sulfonylation/polymer grafting/bioconjugation, etc.); more typically positioned as a “functional precursor/platform molecule” rather than a purely solubilizing substituted Pc

Azaphthalocyanine (AzaPc; red-shifted absorption)

C486735

Copper(II) 4,4′,4′′,4′′′-tetraaza-29H,31H-phthalocyanine

15275-52-2

≥80%

AzaPc can significantly lower/rearrange energy levels and change absorption; relative to Pc it may show a red shift or blue shift (use measured UV–Vis as the reference).

Fluorinated Pc (electronic structure / stability tuning)

C478361

Copper(II) 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecafluoro-29H,31H-phthalocyanine

14916-87-1

Dye content 80%

Highly fluorinated substitution typically lowers the HOMO, improves oxidative stability, and changes aggregation; commonly used in organic optoelectronic films and energy-level tuning studies (p-/n-/ambipolar behavior depends on structure and device stack)

Fluorinated Pc (electronic structure / stability tuning)

Z478370

Zinc 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecafluoro-29H,31H-phthalocyanine

31396-84-6

Dye content 90%

Highly fluorinated substitution typically lowers the HOMO, improves oxidative stability, and changes aggregation; used for optoelectronic films/energy-level tuning and stable NIR-absorption studies

Fluorinated Pc (electronic structure / stability tuning)

I290314

Iron(II) 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecafluoro-29H,31H-phthalocyanine

23844-93-1

≥99%

Fluorination tunes MPc redox and energy levels; used in thin-film charge-transfer studies, electrocatalysis models, and organic optoelectronics

Fluorinated Pc (electronic structure / stability tuning)

C478392

Cobalt hexadecafluorophthalocyanine

52629-20-6

≥98%

Fluorination tunes energy levels and aggregation; used in optoelectronic films, sensing, and redox mechanism studies

Fluorinated Pc (electronic structure / stability tuning)

C290298

Copper(II)-2,9,16,23-tetrafluoro-29H,31H-phthalocyanine

65602-84-8

Sublimed grade, ≥99%

Tetrafluoro substitution is often used to fine-tune electronic structure and absorption and improve chemical/oxidative stability; used in organic optoelectronics and functional thin-film studies

Fluorinated Pc (electronic structure / stability tuning)

C154047

2,3,9,10,16,17,23,24-Octafluoro copper(II) phthalocyanine

148651-60-9

≥97%

Octafluoro substitution is often used to further lower energy levels and alter aggregation/thin-film morphology; used in organic optoelectronics, spectroscopy, and stability studies

Fluorinated Pc (electronic structure / stability tuning)

Z290311

Zinc(II)-2,3,9,10,16,17,23,24-octafluoro-29H,31H-phthalocyanine

676519-80-5

Sublimed grade, ≥99%

Octafluoro substitution for tuning energy levels/absorption and thin-film morphology; commonly used in organic optoelectronics and thin-film studies

Fluorinated Pc (electronic structure / stability tuning)

Z290310

Zinc(II)-1,8,15,22-tetrafluoro-29H,31H-phthalocyanine, isomer mixture

1120355-28-3

Sublimed grade, ≥99%

Tetrafluoro substitution fine-tunes energy levels and aggregation; isomer mixtures may affect crystallization/film morphology—batch consistency is worth monitoring in device work

Fluorinated Pc (electronic structure / stability tuning)

T1504924

Titanium, [1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecafluoro-29H,31H-phthalocyanine(2-)-κN29,κN30,κN31,κN32]oxo-, (SP-5-12)-

115537-98-9

Fluorination is used to tune energy levels/aggregation and thin-film properties; Ti–O structure and fluorination jointly influence charge transfer and optoelectronic behavior; commonly used in optoelectronics/photocatalysis-related studies

Sulfonated Pc (water-soluble)

C478362

Copper phthalocyanine-3,4′,4″,4‴-tetrasulfonic acid tetrasodium salt

123439-80-5

Dye content 85%

Typical water-soluble Pc (anionic); suitable for aqueous sensing/electrocatalysis/biostaining (prone to aggregation; often requires control via salt/co-solvent/surfactants)

Sulfonated Pc (water-soluble)

Z289973

Zinc phthalocyanine tetrasulfonate

61586-86-5

≥96%, mixture of isomers

Representative anionic water-soluble Pc; used in aqueous spectroscopy, electrochemistry, sensing, or labeling studies (watch isomers and aggregation)

Sulfonated Pc (water-soluble)

N350058

Nickel(II) phthalocyanine tetrasulfonate tetrasodium salt

27835-99-0

≥94%

Anionic water-soluble MPc; used for aqueous redox/electrocatalysis models, sensing, and spectroscopy (aggregation control required)

Sulfonated Pc (water-soluble)

S188989

Sulfonated cobalt(II) phthalocyanine

1098-91-1

≥98%

Water-soluble CoPc derivative; suitable for aqueous electrocatalysis/sensing and spectroscopy (aggregation control required)

Sulfonated Pc (water-soluble)

I478360

Iron(III) phthalocyanine-4,4′,4″,4‴-tetrasulfonic acid, compound with sodium oxide (hydrate)

Dye content 80%

Water-soluble FePc sulfonate-related system; commonly used in aqueous electrocatalysis/peroxidase-mimic and spectroelectrochemistry (watch aggregation and coordination state)

Sulfonated Pc (water-soluble)

P332683

Phthalocyanine tetrasulfonic acid

33308-41-7

≥95%, with isomers

Sulfonated metal-free Pc product; used in aqueous spectroscopy/electrochemistry and for further coordination or preparation of metal sulfonated Pc (aggregation control required)

Metal Pc chlorides / axial precursors

P301517

Aluminum phthalocyanine chloride

14154-42-8

Dye content ~85%

AlPcCl is a typical axial-coordination precursor; the axial Cl can often be substituted for further functionalization; widely used in photosensitization/labeling and optoelectronic materials

Metal Pc chlorides / axial precursors

I290313

Indium(III) phthalocyanine chloride

19631-19-7

Sublimed grade, ≥99%

InPcCl axial precursor; used in thin-film optoelectronics, spectroscopy, and coordination studies (axial site facilitates post-functionalization)

Metal Pc chlorides / axial precursors

G478401

Gallium(III) phthalocyanine chloride

19717-79-4

Dye content 97%

GaPcCl axial precursor; used in optoelectronics/photosensitization and coordination chemistry (axial site can be post-modified)

Metal Pc chlorides / axial precursors

I478349

Iron(III) phthalocyanine chloride

14285-56-4

Dye content ~95%

FePcCl: strongly redox-active; commonly used in electrocatalysis/peroxidase-mimic and coordination-model studies (highly sensitive to oxidation state/coordination environment)

Metal Pc chlorides / axial precursors

M478364

Manganese(III) phthalocyanine chloride

53432-32-9

Dye content 85%

Mn(III)PcCl: high-valent centers are often used in redox/peroxidase-mimic models; axial Cl and coordination environment strongly affect activity

Metal Pc chlorides / axial precursors

T121599

Tin(IV) phthalocyanine dichloride

18253-54-8

SnPcCl-type axial precursor; used for axial substitution/coordination tuning and optoelectronic thin-film studies

Metal Pc chlorides / axial precursors

T478387

Titanium(IV) phthalocyanine dichloride

16903-42-7

Dye content 95%

TiPcCl axial precursor; used for axial substitution/coordination tuning, thin-film optoelectronics, and photocatalysis-related studies

Metal Pc chlorides / axial precursors

A478368

1,8,15,22-Tetrakis(phenylthio)-29H,31H-aluminum phthalocyanine chloride

167093-23-4

Dye content 90%

AlPcCl axial precursor + phenylthio substitution jointly tunes energy levels/solubility; used in optoelectronics, charge-transfer, or photosensitizing material studies

Silicon Pc (SiPc; axially modifiable)

S281793

Silicon phthalocyanine dichloride (SiPcCl)

19333-10-9

≥85%

Classic axial precursor; readily undergoes axial substitution to give soluble/functionalizable SiPc; often used in photosensitization/labeling and organic optoelectronic thin films

Silicon Pc (SiPc; axially modifiable)

S478356

Silicon phthalocyanine dihydroxide [SiPc(OH)]

19333-15-4

Dye content 75%

Axial –OH can be further derivatized (e.g., silyl ethers/carbonates) to tune solubility/aggregation; used in photosensitization, labeling, and thin-film studies

Silicon Pc (SiPc; axially modifiable)

S478358

Dihydroxysilicon 2,9,16,23-tetra-tert-butyl-29H,31H-phthalocyanine

85214-70-6

Dye content 80%

tert-Butyl steric hindrance suppresses aggregation + Si–OH axial modifiability: combines “morphology control” and “post-functionalization”; used in photosensitization and organic thin films

Pc salts (alkali-metal salts)

D289971

Disodium phthalocyanine

25476-27-1

≥95%

Pc² ionic salt (reduced-state/coordination-precursor form); used in electrochemistry, coordination models, or as an intermediate for further metalation/functionalization

Pc salts (alkali-metal salts)

D432462

Dilithium phthalocyanine

25510-41-2

Dye content 70%

Pc² ionic salt; often used as a more reactive Pc coordination/derivatization intermediate for subsequent functionalization or metalation

Poly-phthalocyanine / polymer

P478352

Poly(copper phthalocyanine)

26893-93-6

Dye content 60%

Poly-phthalocyanine/poly(copper phthalocyanine); heat- and chemical-resistant; used in functional coatings, composites, or conductive pigments/electrode materials

Naphthalocyanine (Nc; NIR)

N478388

2,3-Naphthalocyanine

23627-89-6

Dye content 95%

Nc is a strong NIR-absorbing chromophore; used in NIR spectroscopy, photothermal/photoacoustic, NIR optoelectronics, and functional thin films

Naphthalocyanine (Nc; NIR)

T478404

2,11,20,29-Tetra-tert-butyl-2,3-naphthalocyanine

58687-99-3

Dye content 97%

tert-Butyl steric hindrance helps reduce aggregation/improve dispersion; used in NIR thin films, spectroscopy, and photothermal research

Naphthalocyanine (Nc; NIR)

C432631

Copper 2,3-naphthalocyanine

33273-09-5

Dye content 85%

CuNc: strong NIR absorption; used in NIR optoelectronics, photothermal/photoacoustic, and functional thin-film studies

Naphthalocyanine (Nc; NIR)

C478377

Copper(II) 5,9,14,18,23,27,32,36-octabutoxy-2,3-naphthalocyanine

155773-67-4

≥97%

Long-chain alkoxy improves organic solubility/film formation; strong NIR absorption, suitable for solution-processed NIR films and device studies

Naphthalocyanine (Nc; NIR)

N478408

Nickel(II) 5,9,14,18,23,27,32,36-octabutoxy-2,3-naphthalocyanine

155773-70-9

Dye content 98%

Long-chain alkoxy increases solubility and supports solution processing; used in NIR spectroscopy, thin-film devices, and photothermal studies

Naphthalocyanine (Nc; NIR)

O478383

5,9,14,18,23,27,32,36-Octabutoxy-2,3-naphthalocyanine

105528-25-4

Dye content 95%

Typical solubilized Nc; used in NIR spectroscopy/thin films and photothermal-related studies

Naphthalocyanine (Nc; NIR)

C478363

Cobalt(II) 2,3-naphthalocyanine

26603-20-3

Dye content 85%

CoNc: NIR absorption + metal redox features; used in NIR optoelectronics, sensing, and redox mechanism studies

Naphthalocyanine (Nc; NIR)

S478359

Silicon 2,3-naphthalocyanine dihydroxide [SiNc(OH)]

92396-90-2

Dye content 80%

SiNc(OH): NIR absorption + axial modifiability; used in soluble/functionalizable NIR materials and thin films

Naphthalocyanine (Nc; NIR)

T431433

Tin(II) 2,3-naphthalocyanine

110479-58-8

SnNc: strong NIR absorption; can be used in NIR optoelectronic thin films and spectroscopy/device studies

Naphthalocyanine (Nc; NIR)

V487033

Vanadyl 2,3-naphthalocyanine

33273-15-3

VO–Nc: strong NIR absorption with characteristic electrochemistry/axial structure; used in NIR thin films, spectroscopy, and mechanism studies

Subphthalocyanine (SubPc)

B290356

Chloro boron subphthalocyanine

36530-06-0

Sublimed grade, ≥99%

Typical bowl-shaped SubPc chromophore; strong absorption/emission; used in OLED/OPV, organic optoelectronics, and self-assembly studies

Subphthalocyanine (SubPc)

H290302

2,3,9,10,16,17-Hexachloro boron subphthalocyanine

309963-65-3

Sublimed grade, ≥99%

Halogenated SubPc: often used to tune energy levels/absorption and thin-film morphology; used in OLED/OPV and self-assembly studies

Subphthalocyanine (SubPc)

B290358

Boron sub-2,3-naphthalocyanine chloride

142710-56-3

Sublimed grade, ≥99%

SubNc-type: absorption shifts further into the NIR; used in organic optoelectronics/self-assembly and NIR functional thin-film studies


Categories: Technical articles
Explore topics: Dyes Phthalocyanine

Da — when not otherwise indicated, molecular weight units are daltons.   Mw — weight-average molecular weight.   Mn — number-average molecular weight.

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Cite this article

Aladdin Scientific. "Introduction to Phthalocyanine Dyes and Selection: From Classic Blue/Green Pigments to Designable Functional Molecules (Including an Application Map and Aggregation Troubleshooting)" Aladdin Knowledge Base, updated 3 ene 2026. https://www.aladdinsci.com/us_es/faqs/introduction-to-phthalocyanine-dyes-and-selection-en.html
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