JPS60137901A - カルボキシル基含有セルロ−ス材料の製造方法 - Google Patents
カルボキシル基含有セルロ−ス材料の製造方法Info
- Publication number
- JPS60137901A JPS60137901A JP24469483A JP24469483A JPS60137901A JP S60137901 A JPS60137901 A JP S60137901A JP 24469483 A JP24469483 A JP 24469483A JP 24469483 A JP24469483 A JP 24469483A JP S60137901 A JPS60137901 A JP S60137901A
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- cellulose
- cellulose material
- carboxyl group
- anhydride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000001913 cellulose Substances 0.000 title claims description 54
- 229920002678 cellulose Polymers 0.000 title claims description 54
- 239000000463 material Substances 0.000 title claims description 42
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 title claims description 26
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 37
- 150000008065 acid anhydrides Chemical class 0.000 claims description 20
- 150000007519 polyprotic acids Polymers 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000000843 powder Substances 0.000 description 25
- 241000209094 Oryza Species 0.000 description 15
- 235000007164 Oryza sativa Nutrition 0.000 description 15
- 238000005886 esterification reaction Methods 0.000 description 15
- 235000009566 rice Nutrition 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 13
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 12
- 239000010902 straw Substances 0.000 description 12
- 239000003054 catalyst Substances 0.000 description 9
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 8
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 229940014800 succinic anhydride Drugs 0.000 description 7
- 229910000029 sodium carbonate Inorganic materials 0.000 description 6
- 230000032050 esterification Effects 0.000 description 5
- 238000005979 thermal decomposition reaction Methods 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000002154 agricultural waste Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000010893 paper waste Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- -1 alkaline earth metal carbonate Chemical class 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 239000010903 husk Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000002440 industrial waste Substances 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000012254 powdered material Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 230000002747 voluntary effect Effects 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24469483A JPS60137901A (ja) | 1983-12-27 | 1983-12-27 | カルボキシル基含有セルロ−ス材料の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24469483A JPS60137901A (ja) | 1983-12-27 | 1983-12-27 | カルボキシル基含有セルロ−ス材料の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60137901A true JPS60137901A (ja) | 1985-07-22 |
| JPH0129361B2 JPH0129361B2 (enrdf_load_stackoverflow) | 1989-06-09 |
Family
ID=17122543
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24469483A Granted JPS60137901A (ja) | 1983-12-27 | 1983-12-27 | カルボキシル基含有セルロ−ス材料の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60137901A (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006316191A (ja) * | 2005-05-13 | 2006-11-24 | National Institute Of Advanced Industrial & Technology | セルロース系高分子の選別除去方法および装置 |
| JP2012229350A (ja) * | 2011-04-27 | 2012-11-22 | Kyoto Univ | 樹脂組成物 |
| WO2013022025A1 (ja) * | 2011-08-08 | 2013-02-14 | 王子ホールディングス株式会社 | 微細繊維状セルロースの製造方法、不織布の製造方法、微細繊維状セルロース、微細繊維状セルロース含有スラリー、不織布、及び複合体 |
| JP2014028955A (ja) * | 2005-06-16 | 2014-02-13 | Procter & Gamble Co | エーテルスクシニル化ヒドロキシルポリマー類 |
| JP2021031653A (ja) * | 2019-08-29 | 2021-03-01 | 大阪瓦斯株式会社 | 修飾セルロースナノファイバーおよびその製造方法 |
-
1983
- 1983-12-27 JP JP24469483A patent/JPS60137901A/ja active Granted
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006316191A (ja) * | 2005-05-13 | 2006-11-24 | National Institute Of Advanced Industrial & Technology | セルロース系高分子の選別除去方法および装置 |
| JP2014028955A (ja) * | 2005-06-16 | 2014-02-13 | Procter & Gamble Co | エーテルスクシニル化ヒドロキシルポリマー類 |
| JP2012229350A (ja) * | 2011-04-27 | 2012-11-22 | Kyoto Univ | 樹脂組成物 |
| WO2013022025A1 (ja) * | 2011-08-08 | 2013-02-14 | 王子ホールディングス株式会社 | 微細繊維状セルロースの製造方法、不織布の製造方法、微細繊維状セルロース、微細繊維状セルロース含有スラリー、不織布、及び複合体 |
| JP2021031653A (ja) * | 2019-08-29 | 2021-03-01 | 大阪瓦斯株式会社 | 修飾セルロースナノファイバーおよびその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0129361B2 (enrdf_load_stackoverflow) | 1989-06-09 |
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