Dodecanedioic acid

The bio-based epoxidized monomers included: epoxidized linseed oil (ELO) (b) obtained from Valtris Chemicals (Greater Manchester, England); epoxidized safflower oil (ESFO) (a) and epoxidized perilla oil (EPLO) (b) provided by SPECIFIC POLYMERS (Castries, France). Their chemical structures and characteristics are reported in Table S1 and Scheme 1.
The hardeners and the initiator were purchased from Sigma-Aldrich (St. Louis, MO, USA) and used as received without further purification: 2-[(2-carboxyphenyl) disulfanyl] benzoic acid (2,2′-dithiodibenzoic acid, DTBA) (c), 2-(2-carboxyphenyl)benzoic acid (diphenic acid, DPA) (d), 3-(2-carboxyethyldisulfanyl)propanoic acid (3,3′-dithiodipropionic acid, DTDA) (f), dodecanedioic acid (DDA) (g) and imidazole (IM) (e).

Polyglycerol dodecanoate was synthesized as previously described[21 (link),22 (link)] (Fig 1A). The R groups form crosslinks. Briefly, equimolar amounts of glycerol (MP Biomedical, LLC, Solon OH) and dodecanedioic acid (Sigma-Aldrich, St. Louis MO) were mixed at 120°C under nitrogen for 24 h. The reaction was then switched to vacuum at 30 mTorr at 120°C for an additional 24 h. Pre-polymer was subsequently poured into rectangular silicone molds adjusting volume to produce 2mm thick specimens. Molds were cured in a vacuum oven for 48hr at 120°C for low cure (lPGD), 72hr at 120°C for medium cure (mPGD) and 48 hr at 130°C for high cure PGD (hPGD). Cured samples were subsequently removed from silicone molds and cut to appropriate size with an 8mm punch biopsy. Samples were ethanol sterilized, washed in PBS and dried prior to implantation.

1,2-Dioleoyl-sn-glycero-3-phosphocholine (DOPC) was purchased from Avanti Lipids (Industrial Park Drive Alabaster, AL). Myricetin (MCE) (>97%) and myricitrin (MCI) (>98%) were purchased from TCI Chemicals Pvt. Ltd. (Chennai, India). Dodecanedioic acid (DDA) (99%), quercetin (QUE) (>95%), 5-doxyl-stearic acid (5-DSA), and phosphate-buffered saline (PBS) (PBS tablets, pH 7.4, I_c = 150 mM) were purchased from Sigma-Aldrich (St. Louis, MO). Luteolin (LUT) (97%) and apigenin (API) (97%) were purchased from Alfa Aesar (Haverhill, MA). Chloroform (99.93%) p.a. was purchased from Lach-ner Ltd. (Neratovice, Czech Republic). All chemicals were used without further purification.

Glycerol (Gly), sebacic acid (SA), dodecanedioic acid (DA), and tetradecanedioic acid (TA) were purchased from Sigma-Aldrich (Shanghai, China). Acryloyl chloride (AC) was purchased from Shanghai Aladdin Bio-chemical Technology Co., Ltd. (Shanghai, China). Triethylamine (TEA) and ethyl acetate (EA) were purchased from Shanghai Macklin Biochemical Co., Ltd. (Shanghai, China) All chemicals were used as received without further purification.

Acrylic acid, adipic acid (AA), azobisisobutyronitrile (AIBN), dodecanedioic acid, and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) were acquired from the Sigma-Aldrich Chemical Company (St. Louis, MO, USA). Aluminum nitrate enneahydrate (Al(NO₃)₃·9H₂O), 1,4-butanediol (BD), dimethylene terephthalate (DMT), and magnesium nitrate hexahydrate (Mg(NO₃)₂·6H₂O) were obtained from the Alfa Aesar Chemical Company (Haverhill, MA, USA). Sodium hydroxide was purchased from the Fluka Chemical Company (Buchs, Switzerland). All chemicals were used without purification.