{
  "abstract": "Reductive defluorination of polytetrafluoroethylene (PTFE) can efficiently recover fluoride but commonly converts the carbon component into poorly defined carbonaceous solids. Herein, we report a mechanochemical Birch-type hydrodefluorination using lithium and ethylenediamine (EDA) that couples C-F bond cleavage with hydrogen incorporation. Milling at 30 Hz and room temperature released fluoride in 98% yield within 10 min, as independently determined by quantitative 19F NMR spectroscopy and ion chromatography. The pale-brown residue contained 0.6 wt% fluorine, 78.4 wt% carbon, and 12.3 wt% hydrogen, corresponding to an atomic H/C ratio of 1.88. FTIR and Raman spectroscopy, differential scanning calorimetry, solid-state 13C-MAS NMR, and powder X-ray diffraction showed loss of the PTFE C-F fingerprint and emergence of a CH2-rich structure with polyethylene-like thermal and crystalline features. The product is therefore assigned as a polyethylene-like material rather than chemically pure polyethylene. In the absence of EDA, fluoride was again obtained in 98% yield, whereas the solid product was a black, disordered sp2rich carbon. Coarser PTFE powders likewise tended to afford darker solids despite nearly quantitative fluoride recovery. These results demonstrate that fluoride yield alone is not a measure of hydrodefluorination selectivity and that EDA controls the competition between hydrogen incorporation and carbonization. The method converts PTFE into an inorganic fraction containing LiF and a hydrogen-rich carbon material potentially suitable for downstream polyolefin valorization.",
  "abstract_shown": true,
  "affiliations": [
    "Department of Nanopharmaceutical Sciences",
    "Nagoya Institute of Technology, Gokiso",
    "Department of Life Science and Applied Chemistry",
    "Technology and Innovation Center, DAIKIN Industries, Ltd, 1-1 Nishi-Hitotsuya, Settsu, Osaka, Japan"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 7,
  "authors": [
    {
      "affs": [
        0,
        1
      ],
      "name": "Masashi Hattori"
    },
    {
      "affs": [
        2,
        1
      ],
      "name": "Hibiki Ota"
    },
    {
      "affs": [
        3
      ],
      "name": "Moe Fujishiro"
    },
    {
      "affs": [
        3
      ],
      "name": "Kanako Inoo"
    },
    {
      "affs": [
        3
      ],
      "name": "Yosuke Kishikawa"
    },
    {
      "affs": [
        2,
        1
      ],
      "name": "Zhengyu Zhao",
      "orcid": "0009-0005-0933-6461"
    },
    {
      "affs": [
        2,
        1
      ],
      "name": "Norio Shibata"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/4z2ked5987m42.bib",
  "cited_by": 0,
  "doi": "10.26434/chemrxiv.15009230/v1",
  "fulltext_url": null,
  "id": "4z2ked5987m42",
  "issns": [],
  "landing_url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009230/v1",
  "language": null,
  "licence": "CC-BY-NC",
  "licence_label": "CC BY-NC",
  "licence_source": "journal",
  "licence_url": "https://creativecommons.org/licenses/by-nc/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "3003|Fluorine in Organic Chemistry"
    ]
  ],
  "openalex": "W7213970637",
  "pdf_url": "https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15009230/v1",
  "pmcid": null,
  "pmid": null,
  "published": "2026-09-22",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/4z2ked5987m42.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:21Z",
      "native_id": "10.26434/chemrxiv.15009230",
      "source": "chemrxiv",
      "url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009230/v1"
    }
  ],
  "subjects": [
    {
      "field": "medicine",
      "origin": "openalex:3003|Fluorine in Organic Chemistry",
      "subfield": "pharmacology-toxicology"
    }
  ],
  "title": "Mechanochemical Birch-type hydrodefluorination of polytetrafluoroethylene: amine-controlled hydrogenation versus carbonization",
  "title_text": "Mechanochemical Birch-type hydrodefluorination of polytetrafluoroethylene: amine-controlled hydrogenation versus carbonization",
  "type": "preprint",
  "updated_at": "2026-10-30T12:17:21Z",
  "url": "https://research.draconitic.com/paper/4z2ked5987m42",
  "venue": "ChemRxiv",
  "versions": []
}