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. Author manuscript; available in PMC: 2021 Jun 10.
Published in final edited form as: Nat Rev Mater. 2019 Nov 7;5(1):20–43. doi: 10.1038/s41578-019-0148-6

Table 2 |.

Hydrogel cross-linking chemistries used to generate hydrogel microparticles

Base hydrogel Chemical modification Cross-linking method Fabrication technique
Alginate Unmodified77 Ionic cross-linking with CaCl2 EHD spraying
Unmodified47,112 Ionic cross-linking in the presence of CaCl2 Microfluidic emulsion
Methacrylate232 Radical polymerization (UV) Microfluidic emulsion
Gelatin Unmodified86 Temperature Mechanical fragmentation
Methacrylate35,233 Radical polymerization (UV) Microfluidic emulsion
Methacrylate194 Temperature (cooling to 4 °C then radical polymerization (UV)) Microfluidic emulsion
Methacrylate58 Radical polymerization (UV) Lithography
Hyaluronic acid Methacrylate234 Radical polymerization (UV) Batch emulsion
Methacrylate67 Radical polymerization (UV) Lithography
Acrylate103 Radical polymerization (UV) Microfluidic emulsion
Norbornene7 Thiol-ene reaction Microfluidic emulsion
Tyramine235 Sequential enzymatic and radical polymerization (UV) Lithography (two-photon)
Tyramine + furan236 Enzymatic cross-linking and/or Diels–Alder click chemistry Microfluidic emulsion
Vinyl ester69 Thiol-ene reaction Lithography (two-photon)
Aldehyde + hydrazide237 Hydrazone covalent cross-linking Batch emulsion
Methacrylate + tetrazole238 Tetrazole–alkene photoclick chemistry (UV) Microfluidic emulsion
PEG Acrylate59,239,240 Radical polymerization (UV) Microfluidic emulsion and lithography
Methacrylate34 Radical polymerization (UV) Lithography
Norbornene195 Thiol-ene reaction (UV) EHD spraying
Vinyl sulfone8 Michael addition Microfluidic emulsion
Vinyl sulfone and thiol39,125 Michael addition Microfluidic emulsion
Maleimide29,33,38 Michael addition Microfluidic emulsion
PVA Thiol and ene68 Thiol-ene reaction (UV) Lithography
Chitosan Unmodified82 Electrostatic interactions EHD spraying
Silk/fibroin Norbornene241 Thiol-ene photoclick chemistry and β-sheet formation Batch emulsion
Agarose Unmodified7,37,242 Temperature Microfluidic emulsion

EDH, electrohydrodynamic; PEG, poly(ethylene glycol); PVA, poly(vinyl alcohol); UV, ultraviolet.