Gopakumar Sivasankarapillai, Arsène Bikoro Bi Athomo, Detlef Schmiedl, Antonio Pizzi and Marie-Pierre Laborie*,
{"title":"用于热固性木材胶粘剂的调节多酚:从缩合单宁中提取的‘A1’类非异氰酸酯聚氨酯。","authors":"Gopakumar Sivasankarapillai, Arsène Bikoro Bi Athomo, Detlef Schmiedl, Antonio Pizzi and Marie-Pierre Laborie*, ","doi":"10.1021/acs.jafc.5c02453","DOIUrl":null,"url":null,"abstract":"<p >This study aimed to develop nonisocyanate polyurethane (NIPU) wood adhesives from Quebracho condensed tannins (CT). Following the carbonation of CTs with dimethyl carbonate, condensation with multifunctional amines delivered two distinct NIPU formulations: TANIPU-DA when hexamethylene diamine (DA) was used and TANIPU-DA-TD when successively using DA and hexamethylenetetramine (TD). For both TANIPUs, urethane formation was confirmed with Fourier-transform infrared (FTIR), viscosity measurements, and size exclusion chromatography (SEC). Gelation and vitrification were evidenced with DMA in the 120–150 °C and the 160–220 °C ranges, respectively. TANIPU-DA-TD wood-bonded assemblies reached a lap shear strength exceeding 10 N/mm<sup>2</sup>, qualifying TANIPU-DA-TD as a class ‘A1’ wood adhesive according to European standards. TANIPU-DA and TANIPU-DA-TD achieved relatively high wet strengths of 2.5 ± 1.3 and 3.8 ± 1.2 N/mm<sup>2</sup>, respectively. This study demonstrates that tannin-based NIPUs can meet the dry bonding strength requirements for wood adhesives, suggesting a viable, more environmentally friendly alternative to traditional formaldehyde- and isocyanate-based wood adhesives.</p>","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"73 27","pages":"17057–17068"},"PeriodicalIF":6.2000,"publicationDate":"2025-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12257505/pdf/","citationCount":"0","resultStr":"{\"title\":\"Tuning Polyphenols for Thermosetting Wood Adhesives: Class ‘A1’ Non-Isocyanate Polyurethanes from Condensed Tannins\",\"authors\":\"Gopakumar Sivasankarapillai, Arsène Bikoro Bi Athomo, Detlef Schmiedl, Antonio Pizzi and Marie-Pierre Laborie*, \",\"doi\":\"10.1021/acs.jafc.5c02453\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >This study aimed to develop nonisocyanate polyurethane (NIPU) wood adhesives from Quebracho condensed tannins (CT). Following the carbonation of CTs with dimethyl carbonate, condensation with multifunctional amines delivered two distinct NIPU formulations: TANIPU-DA when hexamethylene diamine (DA) was used and TANIPU-DA-TD when successively using DA and hexamethylenetetramine (TD). For both TANIPUs, urethane formation was confirmed with Fourier-transform infrared (FTIR), viscosity measurements, and size exclusion chromatography (SEC). Gelation and vitrification were evidenced with DMA in the 120–150 °C and the 160–220 °C ranges, respectively. TANIPU-DA-TD wood-bonded assemblies reached a lap shear strength exceeding 10 N/mm<sup>2</sup>, qualifying TANIPU-DA-TD as a class ‘A1’ wood adhesive according to European standards. TANIPU-DA and TANIPU-DA-TD achieved relatively high wet strengths of 2.5 ± 1.3 and 3.8 ± 1.2 N/mm<sup>2</sup>, respectively. This study demonstrates that tannin-based NIPUs can meet the dry bonding strength requirements for wood adhesives, suggesting a viable, more environmentally friendly alternative to traditional formaldehyde- and isocyanate-based wood adhesives.</p>\",\"PeriodicalId\":41,\"journal\":{\"name\":\"Journal of Agricultural and Food Chemistry\",\"volume\":\"73 27\",\"pages\":\"17057–17068\"},\"PeriodicalIF\":6.2000,\"publicationDate\":\"2025-06-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12257505/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Agricultural and Food Chemistry\",\"FirstCategoryId\":\"97\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.jafc.5c02453\",\"RegionNum\":1,\"RegionCategory\":\"农林科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"AGRICULTURE, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Agricultural and Food Chemistry","FirstCategoryId":"97","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jafc.5c02453","RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"AGRICULTURE, MULTIDISCIPLINARY","Score":null,"Total":0}
Tuning Polyphenols for Thermosetting Wood Adhesives: Class ‘A1’ Non-Isocyanate Polyurethanes from Condensed Tannins
This study aimed to develop nonisocyanate polyurethane (NIPU) wood adhesives from Quebracho condensed tannins (CT). Following the carbonation of CTs with dimethyl carbonate, condensation with multifunctional amines delivered two distinct NIPU formulations: TANIPU-DA when hexamethylene diamine (DA) was used and TANIPU-DA-TD when successively using DA and hexamethylenetetramine (TD). For both TANIPUs, urethane formation was confirmed with Fourier-transform infrared (FTIR), viscosity measurements, and size exclusion chromatography (SEC). Gelation and vitrification were evidenced with DMA in the 120–150 °C and the 160–220 °C ranges, respectively. TANIPU-DA-TD wood-bonded assemblies reached a lap shear strength exceeding 10 N/mm2, qualifying TANIPU-DA-TD as a class ‘A1’ wood adhesive according to European standards. TANIPU-DA and TANIPU-DA-TD achieved relatively high wet strengths of 2.5 ± 1.3 and 3.8 ± 1.2 N/mm2, respectively. This study demonstrates that tannin-based NIPUs can meet the dry bonding strength requirements for wood adhesives, suggesting a viable, more environmentally friendly alternative to traditional formaldehyde- and isocyanate-based wood adhesives.
期刊介绍:
The Journal of Agricultural and Food Chemistry publishes high-quality, cutting edge original research representing complete studies and research advances dealing with the chemistry and biochemistry of agriculture and food. The Journal also encourages papers with chemistry and/or biochemistry as a major component combined with biological/sensory/nutritional/toxicological evaluation related to agriculture and/or food.