CN113728027A - 树脂材料及其制造方法 - Google Patents
树脂材料及其制造方法 Download PDFInfo
- Publication number
- CN113728027A CN113728027A CN202080029804.8A CN202080029804A CN113728027A CN 113728027 A CN113728027 A CN 113728027A CN 202080029804 A CN202080029804 A CN 202080029804A CN 113728027 A CN113728027 A CN 113728027A
- Authority
- CN
- China
- Prior art keywords
- resin
- resin material
- dicyandiamide
- phenol
- phenol resin
- 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.)
- Pending
Links
- 229920005989 resin Polymers 0.000 title claims abstract description 94
- 239000011347 resin Substances 0.000 title claims abstract description 94
- 239000000463 material Substances 0.000 title claims abstract description 83
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 11
- 239000005011 phenolic resin Substances 0.000 claims abstract description 63
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims abstract description 50
- 229920000642 polymer Polymers 0.000 claims abstract description 34
- 238000010438 heat treatment Methods 0.000 claims abstract description 13
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 21
- 239000002783 friction material Substances 0.000 claims description 13
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 11
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 11
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 229920001568 phenolic resin Polymers 0.000 claims description 7
- 239000012778 molding material Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 abstract description 8
- 239000011342 resin composition Substances 0.000 abstract description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 25
- -1 melamine and melam Chemical class 0.000 description 15
- 229920000877 Melamine resin Polymers 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 10
- 239000000835 fiber Substances 0.000 description 10
- 239000003054 catalyst Substances 0.000 description 9
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 150000002989 phenols Chemical class 0.000 description 8
- 150000001299 aldehydes Chemical class 0.000 description 7
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 150000007514 bases Chemical class 0.000 description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 4
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- 238000005452 bending Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 239000003779 heat-resistant material Substances 0.000 description 4
- 229920003986 novolac Polymers 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 3
- NKTOLZVEWDHZMU-UHFFFAOYSA-N 2,5-xylenol Chemical compound CC1=CC=C(C)C(O)=C1 NKTOLZVEWDHZMU-UHFFFAOYSA-N 0.000 description 3
- IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 3
- YZEZMSPGIPTEBA-UHFFFAOYSA-N 2-n-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2N=C(N)N=C(N)N=2)=N1 YZEZMSPGIPTEBA-UHFFFAOYSA-N 0.000 description 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920006231 aramid fiber Polymers 0.000 description 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- 229910003475 inorganic filler Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000002194 synthesizing effect Effects 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- 150000003739 xylenols Chemical class 0.000 description 3
- QWBBPBRQALCEIZ-UHFFFAOYSA-N 2,3-dimethylphenol Chemical compound CC1=CC=CC(O)=C1C QWBBPBRQALCEIZ-UHFFFAOYSA-N 0.000 description 2
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 2-phenyl-1h-imidazole Chemical compound C1=CNC(C=2C=CC=CC=2)=N1 ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 0.000 description 2
- YCOXTKKNXUZSKD-UHFFFAOYSA-N 3,4-xylenol Chemical compound CC1=CC=C(O)C=C1C YCOXTKKNXUZSKD-UHFFFAOYSA-N 0.000 description 2
- TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-xylenol Chemical compound CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
- WADSJYLPJPTMLN-UHFFFAOYSA-N 3-(cycloundecen-1-yl)-1,2-diazacycloundec-2-ene Chemical compound C1CCCCCCCCC=C1C1=NNCCCCCCCC1 WADSJYLPJPTMLN-UHFFFAOYSA-N 0.000 description 2
- HMNKTRSOROOSPP-UHFFFAOYSA-N 3-Ethylphenol Chemical compound CCC1=CC=CC(O)=C1 HMNKTRSOROOSPP-UHFFFAOYSA-N 0.000 description 2
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 2
- 244000226021 Anacardium occidentale Species 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000004640 Melamine resin Substances 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 235000020226 cashew nut Nutrition 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- YSRVJVDFHZYRPA-UHFFFAOYSA-N melem Chemical compound NC1=NC(N23)=NC(N)=NC2=NC(N)=NC3=N1 YSRVJVDFHZYRPA-UHFFFAOYSA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- DTUQWGWMVIHBKE-UHFFFAOYSA-N phenylacetaldehyde Chemical compound O=CCC1=CC=CC=C1 DTUQWGWMVIHBKE-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 229940079877 pyrogallol Drugs 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 2
- 150000003557 thiazoles Chemical class 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 2
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- RUEBPOOTFCZRBC-UHFFFAOYSA-N (5-methyl-2-phenyl-1h-imidazol-4-yl)methanol Chemical compound OCC1=C(C)NC(C=2C=CC=CC=2)=N1 RUEBPOOTFCZRBC-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- OHBQPCCCRFSCAX-UHFFFAOYSA-N 1,4-Dimethoxybenzene Chemical compound COC1=CC=C(OC)C=C1 OHBQPCCCRFSCAX-UHFFFAOYSA-N 0.000 description 1
- DMIUPZAMXYQKBR-UHFFFAOYSA-N 1-(2,4-dinitrophenyl)sulfanyl-2,4-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC=C1SC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O DMIUPZAMXYQKBR-UHFFFAOYSA-N 0.000 description 1
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- RUFZNDNBXKOZQV-UHFFFAOYSA-N 2,3-dihydro-1h-pyrrolo[1,2-a]benzimidazole Chemical compound C1=CC=C2N(CCC3)C3=NC2=C1 RUFZNDNBXKOZQV-UHFFFAOYSA-N 0.000 description 1
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 description 1
- KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 1
- JDICEKWSLNPYSN-UHFFFAOYSA-N 2-(2,4-dinitrophenyl)-1,3-benzothiazole-4-thiol Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC=C1C1=NC2=C(S)C=CC=C2S1 JDICEKWSLNPYSN-UHFFFAOYSA-N 0.000 description 1
- HHOJVZAEHZGDRB-UHFFFAOYSA-N 2-(4,6-diamino-1,3,5-triazin-2-yl)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1=NC(N)=NC(N)=N1 HHOJVZAEHZGDRB-UHFFFAOYSA-N 0.000 description 1
- DIZBQMTZXOUFTD-UHFFFAOYSA-N 2-(furan-2-yl)-3h-benzimidazole-5-carboxylic acid Chemical compound N1C2=CC(C(=O)O)=CC=C2N=C1C1=CC=CO1 DIZBQMTZXOUFTD-UHFFFAOYSA-N 0.000 description 1
- IXQGCWUGDFDQMF-UHFFFAOYSA-N 2-Ethylphenol Chemical compound CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- YTWBFUCJVWKCCK-UHFFFAOYSA-N 2-heptadecyl-1h-imidazole Chemical compound CCCCCCCCCCCCCCCCCC1=NC=CN1 YTWBFUCJVWKCCK-UHFFFAOYSA-N 0.000 description 1
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 1
- VWSLLSXLURJCDF-UHFFFAOYSA-N 2-methyl-4,5-dihydro-1h-imidazole Chemical compound CC1=NCCN1 VWSLLSXLURJCDF-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- ZXTHWIZHGLNEPG-UHFFFAOYSA-N 2-phenyl-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=CC=C1 ZXTHWIZHGLNEPG-UHFFFAOYSA-N 0.000 description 1
- BKCCAYLNRIRKDJ-UHFFFAOYSA-N 2-phenyl-4,5-dihydro-1h-imidazole Chemical compound N1CCN=C1C1=CC=CC=C1 BKCCAYLNRIRKDJ-UHFFFAOYSA-N 0.000 description 1
- LLEASVZEQBICSN-UHFFFAOYSA-N 2-undecyl-1h-imidazole Chemical compound CCCCCCCCCCCC1=NC=CN1 LLEASVZEQBICSN-UHFFFAOYSA-N 0.000 description 1
- BVYPJEBKDLFIDL-UHFFFAOYSA-N 3-(2-phenylimidazol-1-yl)propanenitrile Chemical compound N#CCCN1C=CN=C1C1=CC=CC=C1 BVYPJEBKDLFIDL-UHFFFAOYSA-N 0.000 description 1
- SZUPZARBRLCVCB-UHFFFAOYSA-N 3-(2-undecylimidazol-1-yl)propanenitrile Chemical compound CCCCCCCCCCCC1=NC=CN1CCC#N SZUPZARBRLCVCB-UHFFFAOYSA-N 0.000 description 1
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- VZZGNMYUVUKBDD-UHFFFAOYSA-N 4-(1,3-benzothiazol-2-ylsulfanyl)-2,6-diethylmorpholine Chemical compound C1C(CC)OC(CC)CN1SC1=NC2=CC=CC=C2S1 VZZGNMYUVUKBDD-UHFFFAOYSA-N 0.000 description 1
- MHKLKWCYGIBEQF-UHFFFAOYSA-N 4-(1,3-benzothiazol-2-ylsulfanyl)morpholine Chemical compound C1COCCN1SC1=NC2=CC=CC=C2S1 MHKLKWCYGIBEQF-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C08G12/10—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with acyclic compounds having the moiety X=C(—N<)2 in which X is O, S or —N
- C08G12/14—Dicyandiamides; Dicyandiamidines; Guanidines; Biguanidines; Biuret; Semicarbazides
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- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
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- C08G12/30—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines
- C08G12/32—Melamines
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- Manufacture Of Macromolecular Shaped Articles (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
根据本发明，提供一种树脂材料，其包含酚醛树脂和微分散在酚醛树脂中的双氰胺聚合物。另外，根据本发明，提供一种树脂材料的制造方法，其用于制造包含酚醛树脂和分散在酚醛树脂中的双氰胺聚合物的树脂材料，该树脂材料的制造方法包括：制备包含酚醛树脂和双氰胺的树脂组合物的工序；和对树脂组合物进行加热，使双氰胺聚合而形成双氰胺聚合物的工序。
Description
技术领域
本发明涉及一种树脂材料及其制造方法。更详细而言，本发明涉及一种用于制造摩擦材料等耐热性成形体的树脂材料和该树脂材料的制造方法。
背景技术
酚醛树脂在耐热性、机械强度、成型加工性等方面具有优异的特性，因此，一直以来被用作成型材料，或者经过粘接、含浸等加工而被用作各种工业材料。近年来，对于提高耐热性、耐久性的要求，在高温下使用的材料、例如汽车用摩擦材料等耐热材料中进一步提高，因此，对作为耐热材料的粘结剂使用的酚醛树脂也要求耐热性、耐久性的进一步提高。为了满足这些要求，开发了用于对酚醛树脂进行改质(改性)以改善耐热性的各种技术。
作为用于改善耐热性材料的耐热性的技术，例如，在专利文献1中提出了通过使用使双酚、三嗪、醛类和苯酚进行反应而获得的三嗪改性甲阶型酚醛树脂，来获得耐热性、耐久性高的湿式摩擦材料用的树脂材料的技术。
现有技术文献
专利文献
专利文献1：日本特开2013-142142号公报
发明内容
发明要解决的技术问题
但是，本发明人进行研究的结果判断出，在专利文献1的树脂材料中，其耐热性和阻燃性有改善的余地。
用于解决技术问题的手段
本发明的目的在于提供一种具有优异的耐热性和阻燃性的树脂材料和这样的树脂材料的制造方法。
本发明人发现，通过在酚醛树脂中微分散地配合三聚氰胺等双氰胺聚合物，所获得的树脂固化物具有优异的耐热性和阻燃性，从而完成了本发明。
根据本发明，提供一种树脂材料，其包含：酚醛树脂；和微分散在所述酚醛树脂中的双氰胺聚合物。
并且，根据本发明，提供一种树脂材料的制造方法，其用于制造包含酚醛树脂和分散在所述酚醛树脂中的双氰胺聚合物的树脂材料，所述树脂材料的制造方法包括：制备包含酚醛树脂和双氰胺的树脂组合物的工序；和对所述树脂组合物进行加热，使所述双氰胺聚合而形成双氰胺聚合物的工序。
发明效果
采用本发明，能够提供一种具有优异的耐热性和阻燃性的树脂材料和这样的树脂材料的制造方法。
具体实施方式
以下，对本发明的实施方式进行说明。
(树脂材料)
本实施方式的树脂材料包含酚醛树脂和双氰胺聚合物。在本实施方式的树脂材料中，双氰胺聚合物微分散在酚醛树脂中。在此，“双氰胺聚合物微分散在酚醛树脂中”是指粒径为1μm～30μm左右的双氰胺聚合物的微粒不与酚醛树脂进行反应而存在于酚醛树脂中。
在本实施方式中，双氰胺聚合物是指通过200℃～220℃的温度的加热，双氰胺聚合而生成的双氰胺的多聚物，包括三聚氰胺、蜜白胺(melam)、蜜勒胺(melem)、蜜弄、2,4,6-三蜜苯胺基-均三嗪(2,4,6-trimelanyl-s-triazine)等。
本实施方式的树脂材料，通过双氰胺聚合物微分散在酚醛树脂中，耐热性和阻燃性优异。其理由是因为：双氰胺聚合物为以氮为主要成分的化合物，因此，在高温环境下分解而成为不活泼气体，该不活泼气体会抑制酚醛树脂的氧化分解。并且，如上所述，双氰胺聚合物为三聚氰胺、蜜白胺等多种化合物的集合体，这些化合物的分解温度各自不同。因此，这样的双氰胺聚合物可以在各温度区域中成为不活泼气体，因此，能够在广范围的温度区域中获得阻燃效果。
本实施方式的树脂材料，由于双氰胺聚合物微分散在酚醛树脂中，与将作为双氰胺聚合物的三聚氰胺和酚醛树脂进行粉碎混合而获得的树脂材料相比，具有高的失重50％的温度(Td50)。本实施方式的树脂材料的失重50％的温度为500℃以上，优选为510℃以上，更优选为520℃以上。树脂材料的失重50％的温度的上限值例如为550℃以下。
作为本实施方式的树脂材料中所使用的酚醛树脂，可优选使用酚醛清漆型酚醛树脂。酚醛清漆型酚醛树脂为使酚类与醛类在酸催化剂下进行反应而获得的酚醛树脂。作为酚醛清漆型酚醛树脂，可举出苯酚酚醛清漆型树脂、甲酚酚醛清漆型树脂、间苯二酚酚醛清漆型树脂、二甲酚酚醛清漆型树脂、烷基酚酚醛清漆型树脂、萘酚酚醛清漆型树脂、双酚A酚醛清漆型树脂、苯酚芳烷基酚醛清漆型树脂、苯酚二苯基芳烷基酚醛清漆型树脂、苯酚萘酚醛清漆型树脂、苯酚双环戊二烯酚醛清漆型树脂、和利用腰果油、萜烯、妥尔油、松香、橡胶等进行改性的酚醛清漆型改性酚醛树脂等。
作为用于合成酚醛清漆型酚醛树脂的酚类，例如，可举出苯酚、邻甲酚、间甲酚、对甲酚等甲酚、2,3-二甲酚、2,4-二甲酚、2,5-二甲酚、2,6-二甲酚、3,4-二甲酚、3,5-二甲酚等二甲酚、邻乙基苯酚、间乙基苯酚、对乙基苯酚等乙基苯酚、异丙基苯酚、丁基苯酚、对叔丁基苯酚等丁基苯酚、对叔戊基苯酚、对辛基苯酚、对壬基苯酚、对枯基苯酚等烷基苯酚、对苯基苯酚、氨基苯酚、硝基苯酚、二硝基苯酚、三硝基苯酚、腰果酚等一元酚取代体、1-萘酚、2-萘酚等一元酚类、间苯二酚、烷基间苯二酚、连苯三酚、邻苯二酚、烷基邻苯二酚、对苯二酚、烷基对苯二酚、间苯三酚、双酚A、双酚F、双酚S、二羟基萘等多元酚类、含有酚系化合物的腰果油等油脂类。酚类可以单独使用1种，也可以组合使用2种以上。
作为用于合成酚醛清漆型酚醛树脂的醛类，例如，可举出甲醛、多聚甲醛、三噁烷、乙醛、丙醛、聚甲醛、三氯乙醛、六亚甲基四胺、糠醛、乙二醛、正丁醛、己醛、烯丙醛、苯甲醛、丁烯醛、丙烯醛、四甲醛、苯乙醛、邻甲苯甲醛、水杨醛、对二甲苯二甲醚等。醛类可以单独使用1种，也可以组合使用2种以上。
在使上述酚类与醛类进行反应而合成酚醛清漆型酚醛树脂的方法中，醛类相对于酚类的摩尔比(醛类/酚类)优选为0.5～0.9，更优选为0.55～0.87。通过使摩尔比为上述范围，所获得的反应产物不会发生凝胶化，能够获得具有所期望的分子量的酚醛树脂。
在上述酚醛清漆型酚醛树脂中，从所获得的树脂材料具有耐热性和阻燃性的观点出发，优选使用使苯酚与甲醛进行反应而获得的苯酚酚醛清漆型树脂。
作为酚醛清漆型酚醛树脂的合成中所使用的酸催化剂，例如，可举出草酸等有机酸、盐酸、硫酸、磷酸等无机酸、二乙基硫酸、对甲苯磺酸、对苯酚磺酸等。
在一个实施方式中，相对于树脂材料整体，树脂材料中的双氰胺聚合物的量为1质量％以上60质量％以下，优选为5质量％以上50质量％以下，更优选为10质量％以上40质量％以下。本实施方式的树脂材料，即使双氰胺聚合物的量为比较少的量，也能够具有优异的耐热性和阻燃性。并且，树脂材料中的双氰胺聚合物的量，可以通过在以下说明的树脂材料的制造中，调整作为双氰胺聚合物的前体的双氰胺的使用量来适当改变。
在一个实施方式中，树脂材料可以包含六亚甲基四胺。通过六亚甲基四胺来促进酚醛树脂的固化，能够获得具有优异的机械强度的树脂材料。相对于酚醛树脂，六亚甲基四胺的量优选为2质量％以上20质量％以下，更优选为5质量％以上17质量％以下，进一步优选为8质量％以上15质量％以下。当六亚甲基四胺的配合量小于上述下限值时，酚醛树脂的固化有时会变得不充分，另外，当六亚甲基四胺的配合量超过上述上限值时，有时会因通过六亚甲基四胺的分解产生的气体而导致所获得的树脂材料的固化物发生龟裂或膨胀。
(树脂材料的制造方法)
本实施方式的树脂材料可通过包括下述工序的方法来制造：制备包含酚醛树脂和双氰胺的树脂混合物的工序；和对所述树脂混合物进行加热，使所述双氰胺聚合而形成双氰胺聚合物的工序。根据本实施方式的方法，能够获得双氰胺聚合物微分散在酚醛树脂中的改性酚醛树脂。
本实施方式的树脂材料能够通过将酚醛树脂和双氰胺的混合物例如在200℃～220℃的温度下加热30分钟～2小时来制造。双氰胺通过加热而聚合，生成双氰胺聚合物。该生成的双氰胺聚合物作为粒径为1μm～30μm的微粒存在于酚醛树脂中。另外，在将酚醛树脂与三聚氰胺等双氰胺聚合物进行熔融混合而获得的树脂材料、或将酚醛树脂与三聚氰胺等双氰胺聚合物进行粉碎混合而获得的树脂材料中，双氰胺聚合物作为具有数100μm级粒径的颗粒存在于酚醛树脂中。
(用途)
本实施方式的树脂材料可用作制动器垫块、制动器衬片、离合器衬片等摩擦材料、磨石、工业用耐热材料等成形材料。这样的物品能够通过在加压下对本实施方式的树脂材料进行加热来制造，例如，能够通过将本实施方式的树脂材料填充到模具中，在130℃～180℃、10～100MPa的条件下加热压缩成形5～20分钟，然后，根据需要，在160℃～250℃进行后固化处理来制造。
本实施方式的树脂材料，根据所使用的用途，可以包含其他添加剂。例如，本实施方式的树脂材料可以包含固化催化剂。作为固化催化剂，例如，可举出三苯基膦、三丁基膦等有机膦化合物、苯甲酸、水杨酸等芳香族羧酸、邻苯二甲酸等二羧酸、无机碱性化合物、有机碱性化合物等碱性化合物等。并且，它们可以单独使用或组合使用多个。相对于树脂材料整体，固化催化剂的量优选为0.1质量％以上5质量％以下，更优选为0.5质量％以上5质量％以下。当固化催化剂的配合比例为上述下限值以上时，能够充分地促进树脂的固化。另一方面，当固化催化剂的配合比例为上述上限值以下时，在成形时树脂材料的流动性不会下降，能够获得具有良好的机械强度的树脂材料。
作为可用作固化催化剂的无机碱性化合物，可举出碱金属的氢氧化物和/或碱土金属的氢氧化物，作为它们的具体例，可举出氢氧化钠、氢氧化钾、氢氧化钙、氢氧化钡、氢氧化镁和氢氧化铝。并且，可以单独使用它们中的1种，也可以并用2种以上。
作为可用作固化催化剂的有机碱性化合物，可举出脂肪族或脂环族的一级胺、二级胺或三级胺、具有芳香环的脂肪族胺、芳香族胺、杂环式胺、含氮芳香杂环化合物、咪唑类、次磺酰胺类、噻唑类、偶氮化合物等杂环式化合物。
作为可用作固化催化剂的有机碱性化合物，例如，可举出三乙胺、苄基二甲胺、α-甲基苄基二甲胺、三乙醇胺、正丁胺、二苯胺、乙胺、二乙胺、三乙胺、二丙胺、乙二胺、苯胺、甲基苯胺、1-氨基金刚烷、4-氨基二苯胺、1-萘胺、十八烷胺、二苯胺、N-异丙基-N'-苯基-对苯二胺、苯胺、二苯胺、三苯胺、咪唑类、次磺酰胺类、噻唑类、2-甲基咪唑、2-十一烷基咪唑、2-十七烷基咪唑、2-苯基咪唑、2-苯基-4-甲基咪唑、1-氰基乙基-2-十一烷基咪唑、1-氰基乙基-2-苯基咪唑、2,4-二氨基-6-[2'-甲基咪唑基-(1')]-乙基-均三嗪、2,4-二氨基-6-[2'-十一烷基咪唑基-(1')]-乙基-均三嗪、2,4-二氨基-6-[2'-乙基-4'-甲基咪唑基-(1')]-乙基-均三嗪、2-苯基-4,5-二羟甲基咪唑、2-苯基-4-甲基-5-羟甲基咪唑、2,3-二氢-1H-吡咯[1,2-a]苯并咪唑、2-甲基咪唑啉、2-苯基咪唑啉、2,4-二氨基-6-乙烯基-均三嗪、2,4-二氨基-6-甲基丙烯酰氧乙基-均三嗪、N-环己基-2-苯并噻唑次磺酰胺、N-氧基二亚乙基-2-苯并噻唑啉次磺酰胺、N,N-二环己基-2-苯并噻唑次磺酰胺、2-巯基苯并噻唑、2-(2,4-二硝基苯基)巯基苯并噻唑、2-(2,4-二硝基苯基硫)巯基苯并噻唑、2-(2,6-二乙基-4-吗啉基硫)苯并噻唑、二氮杂二环十一烯、奎宁环、哌嗪、1,4-二氮杂双环[2.2.2]辛烷、环状多胺等。它们可以单独使用或组合使用2种以上。它们中，从所获得的树脂材料的固化物具有提高的机械强度的观点出发，优选使用2-甲基咪唑、2-苯基咪唑、2,4-二氨基-6-[2'-甲基咪唑基-(1')]-乙基-均三嗪和二氮杂二环十一烯等含氮芳香杂环化合物。这些固化催化剂可以单独使用1种，也可以并用2种以上。
在一个实施方式中，树脂材料可以包含填料，以提高机械强度。作为填料，可举出纤维基材、填充材料。
作为纤维基材，例如，可举出钢纤维、铜纤维、玻璃纤维、陶瓷纤维、钛酸钾纤维等无机纤维、芳纶纤维等有机纤维。并且，它们可以单独使用或组合使用多个。相对于树脂材料整体，纤维基材可以以1质量％以上20质量％以下、优选5质量％以上15质量％以下的量使用，以使所获得的固化物具有足够的机械强度来用作摩擦材料。
作为填充材料，例如，可举出碳酸钙、氢氧化钙、硫酸钡、云母、磨料、高岭土、滑石等无机填充材料、腰果粉、橡胶粉等有机填充材料、石墨、三硫化锑、二硫化钼、二硫化锌等润滑材料。并且，它们可以单独使用或组合使用多个。填充材料的含量可以根据所获得的树脂材料的用途来适当地调整。相对于树脂材料整体，填充材料的含量例如可以为50质量％以上90质量％以下。
以上，对本发明的实施方式进行了说明，但是这些是本发明的例示，也可以采用上述以外的各种方式。
[实施例]
以下，通过实施例和比较例来对本发明进行说明，但是本发明并不限定于这些。
(合成例1：酚醛树脂的合成)
使苯酚1000份、37％福尔马林570份、草酸10份的混合物在100℃条件下进行3小时反应之后，通过常压蒸馏进行脱水，直至反应混合物的温度达到140℃为止，进而，一边逐渐减压至0.9kPa，一边通过减压蒸馏进行脱水、脱单体，直至反应混合物的温度达到220℃为止，从而获得了酚醛清漆型酚醛树脂905份。酚醛清漆型酚醛树脂的软化点为88℃。
(改性酚醛树脂的制作)
(实施例A1～实施例A2)
在各实施例中，将酚醛树脂和双氰胺以表1中所示的配合量混合，并在220℃加热1小时，从而获得了改性酚醛树脂。表1中所使用的材料的详细情况如下。
(比较例A1)
使用小型粉碎机，将酚醛树脂和三聚氰胺以表1中所示的配合量粉碎混合，从而获得了中值直径为30μm的改性酚醛树脂。
(比较例A2)
除了不使用双氰胺以外，与实施例1同样地操作，获得了酚醛树脂。
(比较例A3)
将酚醛树脂和三聚氰胺树脂以表1中所示的配合量粉碎混合，从而获得了改性酚醛树脂。
(树脂材料的制作和特性评价)
(实施例A1～实施例A2、比较例A1～比较例A3)
在上述获得的改性酚醛树脂100质量份中配合六亚甲基四胺12质量份，并在200℃进行1小时固化而获得了树脂材料。使用小型粉碎机来粉碎该树脂材料而制成样品，使用TG-DTA，在样品量为10mg、升温速度为10℃/min、测定温度范围为30～600℃、空气气氛的条件下测定失重50％的温度(℃)，对耐热性进行了评价。将结果示于表1中。
在此，树脂材料中所使用的成分的详细情况如下。
·酚醛树脂1：在合成例1中制备的酚醛清漆型酚醛树脂
·双氰胺：日本电石工业株式会社(NIPPON CARBIDE INDUSTRIES CO.,INC.)制造的双氰胺
·三聚氰胺：日产化学工业株式会社(Nissan Chemical Corporation)制造，商品名“Melamine”
·三聚氰胺树脂：日本电石工业株式会社制造，商品名称为“Nikaresin S-260”
·六亚甲基四胺：三菱瓦斯化学株式会社(MITSUBISHI GAS CHEMICAL COMPANY,INC.)制造，商品名“Hexamine”
[表1]
(实施例B1～实施例B2、比较例B1～比较例B3)
(摩擦材料的制作)
将上述制备的树脂材料、作为纤维基材的芳纶纤维、作为无机填充材料的碳酸钙和硫酸钡以表2中所示的配合量混合，从而获得了摩擦材料用混合物。将所获得的摩擦材料用混合物在温度为150℃、压力为15MPa的条件下进行240秒钟固化成形，将所获得的固化物在200℃烧制3小时而制作出成形体(摩擦材料)。
(摩擦材料的性能评价)
将所获得的成型体切成长度40mm、厚度6mm、宽度13mm制成样品，作为机械强度的指标，根据JIS K 7171测定弯曲强度。将结果作为“热处理前的弯曲强度”示于表2中。
进而，将上述样品在350℃进行4小时加热处理，根据JIS K7171测定热处理后的弯曲强度。将结果作为“热处理后的弯曲强度”示于表2中。
另外，表2中所记载的材料的详细情况如下。
(树脂材料)
·树脂材料A：实施例A1的树脂材料
·树脂材料B：实施例A2的树脂材料
·树脂材料C：比较例A1的树脂材料
·树脂材料D：比较例A2的树脂材料
·树脂材料E：比较例A3的树脂材料
(纤维基材)
·芳纶纤维：杜邦(DUPONT)公司制造，商品名“Kevlar”
(无机填充材料)
·碳酸钙：三共精粉株式会社(Sankyo Seifun Co.,Ltd.)制造的碳酸钙
·硫酸钡：堺化学工业株式会社(SAKAI CHEMICAL INDUSTRY CO.,LTD.)制造的沉淀性硫酸钡
[表2]
实施例的摩擦材料的350℃的热处理后的弯曲强度高于比较例的摩擦材料。
本申请以2019年4月19日申请的日本申请特愿2019-079974号为基础要求优先权，并将其公开的全部内容援用于此。
Claims (6)
1.一种树脂材料，其特征在于，包含：
酚醛树脂；和
微分散在所述酚醛树脂中的双氰胺聚合物。
2.根据权利要求1所述的树脂材料，其特征在于：
该树脂材料的失重50％的温度Td50为500℃以上。
3.根据权利要求1或2所述的树脂材料，其特征在于：
相对于该树脂材料整体，所述双氰胺聚合物为1质量％以上60质量％以下的量。
4.根据权利要求1至3中任一项所述的树脂材料，其特征在于：
还包含六亚甲基四胺。
5.根据权利要求1至4中任一项所述的树脂材料，其特征在于：
所述树脂材料用于摩擦材料、磨石或成形材料。
6.一种树脂材料的制造方法，其用于制造包含酚醛树脂和分散在所述酚醛树脂中的双氰胺聚合物的树脂材料，所述树脂材料的制造方法的特征在于，包括：
制备包含酚醛树脂和双氰胺的树脂混合物的工序；和
对所述树脂混合物进行加热，使所述双氰胺聚合而形成双氰胺聚合物的工序。
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019-079974 | 2019-04-19 | ||
| JP2019079974 | 2019-04-19 | ||
| PCT/JP2020/016085 WO2020213520A1 (ja) | 2019-04-19 | 2020-04-10 | 樹脂材料およびその製造方法 |
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| CN113728027A true CN113728027A (zh) | 2021-11-30 |
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| US (1) | US20220213248A1 (zh) |
| EP (1) | EP3957663A4 (zh) |
| JP (1) | JP7020588B2 (zh) |
| KR (1) | KR20220005481A (zh) |
| CN (1) | CN113728027A (zh) |
| WO (1) | WO2020213520A1 (zh) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004155965A (ja) * | 2002-11-07 | 2004-06-03 | Sumitomo Bakelite Co Ltd | フェノール樹脂成形材料および成形品 |
| CN101321790A (zh) * | 2005-11-30 | 2008-12-10 | Dic株式会社 | 酚醛树脂组合物、其固化物、覆铜层压板用树脂组合物、覆铜层压板、以及新型酚醛树脂 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US3223668A (en) * | 1962-04-23 | 1965-12-14 | Owens Corning Fiberglass Corp | Phenol-aldehyde, dicyandiamide binder composition |
| JPS4743314B1 (zh) * | 1970-04-14 | 1972-11-01 | ||
| US4115366A (en) * | 1976-12-08 | 1978-09-19 | Plastics Engineering Company | Phenolic resin-melamine composition |
| JPS53149295A (en) * | 1977-05-31 | 1978-12-26 | Matsushita Electric Works Ltd | Production of phenolic resin capable of plasticization |
| EP0877040B1 (en) * | 1997-05-09 | 2000-04-12 | Dainippon Ink And Chemicals, Inc. | Phenol resin composition and method of producing phenol resin |
| JP4369653B2 (ja) * | 2002-11-05 | 2009-11-25 | リグナイト株式会社 | 鋳型用レジンコーテッドサンド及び鋳型の製造方法 |
| JP5861927B2 (ja) | 2012-01-12 | 2016-02-16 | Dic株式会社 | 熱硬化性樹脂組成物及び摩擦材 |
| JP6832832B2 (ja) | 2017-10-26 | 2021-02-24 | 株式会社トーキン | コイル部品及びそれを備える車載用電子機器 |
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2020
- 2020-04-10 WO PCT/JP2020/016085 patent/WO2020213520A1/ja active Application Filing
- 2020-04-10 CN CN202080029804.8A patent/CN113728027A/zh active Pending
- 2020-04-10 US US17/603,628 patent/US20220213248A1/en active Pending
- 2020-04-10 JP JP2021514918A patent/JP7020588B2/ja active Active
- 2020-04-10 KR KR1020217036411A patent/KR20220005481A/ko not_active Application Discontinuation
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004155965A (ja) * | 2002-11-07 | 2004-06-03 | Sumitomo Bakelite Co Ltd | フェノール樹脂成形材料および成形品 |
| CN101321790A (zh) * | 2005-11-30 | 2008-12-10 | Dic株式会社 | 酚醛树脂组合物、其固化物、覆铜层压板用树脂组合物、覆铜层压板、以及新型酚醛树脂 |
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| Publication number | Publication date |
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| WO2020213520A1 (ja) | 2020-10-22 |
| EP3957663A4 (en) | 2023-03-08 |
| US20220213248A1 (en) | 2022-07-07 |
| JPWO2020213520A1 (ja) | 2021-11-25 |
| EP3957663A1 (en) | 2022-02-23 |
| JP7020588B2 (ja) | 2022-02-16 |
| KR20220005481A (ko) | 2022-01-13 |
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