1 1 1 tris hydroxymethyl propane

1,1,1-Tris(hydroxymethyl)propane
(Sigma-Aldrich) was dissolved in acetone and precipitated by addition
of diethyl ether. Then, 60 wt % NaH in mineral oil (Merck) was washed
with dry tetrahydrofuran (THF) to remove oil and dried. The oil was
removed by washing with dry tetrahydrofuran, and then drying under
reduced pressure. Benzyl glycidyl ether (BGE, Sigma-Aldrich) was dried
over CaH₂ and then distilled under reduced pressure before
use.
d,l-1,2-Isopropylidene glyceryl glycidyl
ether (IGG) was synthesized according to the procedure described by
Wurm et al.^{33 (link)} THF (Sigma-Aldrich) was dried
over a Na/K alloy. Dimethyl sulfoxide (DMSO, Sigma-Aldrich) was purified
and dried according to the procedure described in ref (34 ) and stored over 4 Å
molecular sieves.
Nifuratel (TCI) and clotrimazole (Thermoscientific)
were used as
received without any further purification. A Strat-M membrane was
used as a nonanimal model for transdermal diffusion testing to predict
the diffusion of drugs through human skin.
The simulated vaginal
fluid (SVF) of pH = 4.2 was prepared according
to the composition described in ref (35 (link)).

Poly(D,L-lactic acid; Mw=20.2 kDa, Mn=12.4 kDa) was purchased from Lactel. PEG-b-Polylactic acid di-block polymer (Mw PEG=5 kDa, Mw PLA=10 kDa) was purchased from Polysciences, Inc. (Warrington, PA, USA). Anhydrous N,N-dimethylformamide, dichloromethane, N,N′-diisopropylcarbodiimide, 4-(dimethylamino)pyridine, glycidol, potassium methoxide (25% in methanol), poly(vinyl alcohol) (Avg Mw=30–70 kDa), paraformaldehyde, Tween 80 and 1,1,1-tris(hydroxymethyl)propane were obtained from Sigma-Aldrich (St Louis, MO, USA). Diethyl ether, ethyl acetate, methanol, acetonitrile and dimethylsulfoxide (DMSO) were obtained from J.T. Baker (Avantor Performance Materials, Central Valley, PA, USA). 0.5–1 kDa dialysis device (10 ml volume size) were purchased from VWR International (Bridgeport, NJ, USA).

PLA (Mn = 11–12 kDa) was obtained from Lactel Absorbable Polymers. 1,1,1‐tris(hydroxymethyl)propane, potassium methoxide, 4‐dimethylaminopyridine (DMAP), N,Nʹ‐diisopropylcarbodiimide (DIC), dimethylformamide (DMF), diethyl ether (ether), and PO, and poly(l‐lysine) (PLL) were obtained from Sigma‐Aldrich. Glycidol, octinoxate, ethyl acetate (EtOAc), dimethyl sulfoxide (DMSO), dichloromethane (DCM), acetonitrile (ACN), acetone, methanol, deionized water, trifluoroacetic acid (TFA), phosphate‐buffered saline (PBS), DiIC₁₈(5) solid (DiD), and dihydrorhodamine 123 (DHR123) were purchased from Thermo Fisher Scientific. Eusolex‐9020 and ‐OCR were obtained from EMD Millipore. Sunscreen purity was confirmed by gas chromatography mass spectrometry and high‐performance liquid chromatography (HPLC) analysis against secondary standards from Aldrich. VITRO‐SKIN^® was obtained from IMS, Inc., and HelioPlates HD6 polymethylmethacrylate (PMMA) plates from Labsphere. Aldehyde quantification assay (ab138882) was purchased from Abcam. Polymers HPG and PLA‐HPG were prepared using literature methods.41