WO2024044231A1 - Additifs pour liants et/ou compositions fibreuses - Google Patents
Additifs pour liants et/ou compositions fibreuses Download PDFInfo
- Publication number
- WO2024044231A1 WO2024044231A1 PCT/US2023/030895 US2023030895W WO2024044231A1 WO 2024044231 A1 WO2024044231 A1 WO 2024044231A1 US 2023030895 W US2023030895 W US 2023030895W WO 2024044231 A1 WO2024044231 A1 WO 2024044231A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- monomeric units
- alkyl group
- alkylene oxide
- fibers
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 196
- 239000000654 additive Substances 0.000 title claims abstract description 114
- 239000011230 binding agent Substances 0.000 title claims abstract description 110
- 230000000996 additive effect Effects 0.000 claims abstract description 106
- 229920000642 polymer Polymers 0.000 claims abstract description 87
- 238000000034 method Methods 0.000 claims abstract description 80
- 239000000835 fiber Substances 0.000 claims abstract description 73
- 238000001246 colloidal dispersion Methods 0.000 claims abstract description 44
- 239000002954 polymerization reaction product Substances 0.000 claims abstract description 35
- 125000002947 alkylene group Chemical group 0.000 claims description 79
- 239000000758 substrate Substances 0.000 claims description 60
- 125000000217 alkyl group Chemical group 0.000 claims description 57
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 53
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 52
- 229920000126 latex Polymers 0.000 claims description 33
- 239000004816 latex Substances 0.000 claims description 33
- 239000000178 monomer Substances 0.000 claims description 19
- 238000004519 manufacturing process Methods 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 14
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 8
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- 239000002174 Styrene-butadiene Substances 0.000 claims description 8
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 8
- 239000003365 glass fiber Substances 0.000 claims description 8
- 239000011115 styrene butadiene Substances 0.000 claims description 8
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 8
- 239000012209 synthetic fiber Substances 0.000 claims description 8
- 229920002994 synthetic fiber Polymers 0.000 claims description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 4
- KCAMXZBMXVIIQN-UHFFFAOYSA-N octan-3-yl 2-methylprop-2-enoate Chemical compound CCCCCC(CC)OC(=O)C(C)=C KCAMXZBMXVIIQN-UHFFFAOYSA-N 0.000 claims description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 4
- 239000011347 resin Substances 0.000 claims description 4
- 229920005989 resin Polymers 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- 239000000123 paper Substances 0.000 description 19
- 239000000243 solution Substances 0.000 description 16
- 239000007864 aqueous solution Substances 0.000 description 14
- 238000002156 mixing Methods 0.000 description 13
- 230000000704 physical effect Effects 0.000 description 13
- 239000004744 fabric Substances 0.000 description 11
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000013508 migration Methods 0.000 description 9
- 230000005012 migration Effects 0.000 description 9
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 9
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 7
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-araboascorbic acid Natural products OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 235000010350 erythorbic acid Nutrition 0.000 description 7
- 239000004318 erythorbic acid Substances 0.000 description 7
- 229940026239 isoascorbic acid Drugs 0.000 description 7
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000003638 chemical reducing agent Substances 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 230000003472 neutralizing effect Effects 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920004890 Triton X-100 Polymers 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 239000005388 borosilicate glass Substances 0.000 description 3
- 230000009172 bursting Effects 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 239000012966 redox initiator Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 238000002791 soaking Methods 0.000 description 3
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 2
- KFDNQUWMBLVQNB-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetic acid;sodium Chemical compound [Na].[Na].[Na].[Na].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KFDNQUWMBLVQNB-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 229960002887 deanol Drugs 0.000 description 2
- 239000012972 dimethylethanolamine Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000013020 final formulation Substances 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 description 1
- 102100021587 Embryonic testis differentiation protein homolog A Human genes 0.000 description 1
- 101000898120 Homo sapiens Embryonic testis differentiation protein homolog A Proteins 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 241001272720 Medialuna californiensis Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/71—Mixtures of material ; Pulp or paper comprising several different materials not incorporated by special processes
- D21H17/72—Mixtures of material ; Pulp or paper comprising several different materials not incorporated by special processes of organic material
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/37—Polymers of unsaturated acids or derivatives thereof, e.g. polyacrylates
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/37—Polymers of unsaturated acids or derivatives thereof, e.g. polyacrylates
- D21H17/375—Poly(meth)acrylamide
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
- D21H27/08—Filter paper
Definitions
- compositions including fibers, a binder, and an additive, wherein the additive may improve certain properties of the composition and/or reduce the amount of binder needed in the composition.
- compositions including fibers and a binder may be used in many applications, including in making fibrous substrates, nonwoven mats, and/or papers.
- the binder may, under certain conditions and/or in certain compositions, migrate to the surface during production of the composition.
- the binder may migrate to the surface of the paper, and therefore be unevenly distributed through the thickness of the paper. This may result in undesirable physical properties of the paper, which could require the addition of more binder, or other changes to the composition and/or structure, to ensure that the paper meets certain required physical properties.
- the disclosed technology solves this problem (and possibly others) by at least partially preventing binder migration in the composition during manufacture, via the addition of an additive as described herein.
- compositions comprising fibers, a binder, and an additive
- the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid-functionalized monomeric units, based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12
- the additive comprises a water-soluble polymerization reaction product of monomeric units comprising from 5 to 99 weight percent monomeric units represented by at least one of the following general formulas A l or A2, based on the total weight of the additive:
- R 1 is H, CH3, or C2H5;
- R 2 is H or a C1-C4 alkyl group;
- R 3 is a Ci-Ce alkyl group or a Ci-Ce alkylene group;
- R 4 is H or a C1-C4 alkyl group;
- R 5 is H or a Ci- C4 alkyl group;
- R 6 is H, CH3, or C2H5;
- R 7 is a Ci-Ce alkyl group or a Ci-Ce alkylene group;
- R 8 is H or a C1-C4 alkyl group; and
- R 9 is H or a C1-C4 alkyl group.
- a method of making a fibrous substrate comprising forming fibers and a binder into the fibrous substrate, followed by adding an additive to the fibrous substrate, wherein: the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid-functionalized monomeric units, based on the total weight of the polymer based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12; and the additive comprises a water-soluble polymerization reaction product of monomeric units comprising from 5 to 99 weight percent monomeric units represented by at least one of the following general formulas Al or A2, based on the total weight of the additive: wherein, independently for each molecule of the monomeric units represented by at least one of the general formulas Al or A2: R 1 is H, CH3, or C2H5; R 2 is H or a C1-C4 alkyl group; R 3 is a Ci-Ce alkyl group or a Ci-C
- a method of improving at least one physical property of a fibrous substrate wherein the fibrous substrate comprises fibers and a binder, wherein the method comprises adding an additive to the fibrous substrate, wherein: the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid-functionalized monomeric units, based on the total weight of the polymer based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12; and the additive comprises a water-soluble polymerization reaction product of monomeric units comprising from 5 to 99 weight percent monomeric units represented by at least one of the following general formulas Al or A2, based on the total weight of the additive: wherein, independently for each molecule of the monomeric units represented by at least one of the general formulas Al or A2: R 1 is H, CH3, or C2H5; R 2 is H or a C1-C4 alkyl group; R 3 is a C1-C6
- a method of making a fibrous substrate comprising adding an additive to the fibrous substrate, wherein the additive reduces the amount of binder needed in the fibrous substrate to substantially maintain the physical properties of the fibrous substrate, wherein: the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid- functionalized monomeric units, based on the total weight of the polymer based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12; and the additive comprises a water-soluble polymerization reaction product of monomeric units comprising from 5 to 99 weight percent monomeric units represented by at least one of the following general formulas Al or A2, based on the total weight of the additive:
- R 1 is H, CH3, or C2H5;
- R 2 is H or a C1-C4 alkyl group;
- R 3 is a Ci-Ce alkyl group or a Ci-Ce alkylene group;
- R 4 is H or a C1-C4 alkyl group;
- R 5 is H or a Ci- C4 alkyl group;
- R 6 is H, CH3, or C2H5;
- R 7 is a Ci-Ce alkyl group or a Ci-Ce alkylene group;
- R 8 is H or a C1-C4 alkyl group; and
- R 9 is H or a C1-C4 alkyl group.
- composition of any one of embodiments 1 to 29, wherein the colloidal dispersion of a polymer comprises at least one of acrylic latex, styrene-butadiene resin latex, vinyl chloride copolymer latex, or vinylidene chloride copolymer latex.
- composition of any one of embodiments 1 to 30, wherein the water-soluble polymerization reaction product of monomeric units comprises from 20 to 95 weight percent monomeric units represented by at least one of the general formulas Al or A2, based on the total weight of the additive.
- composition of any one of embodiments 1 to 31, wherein the water-soluble polymerization reaction product of monomeric units comprises from 50 to 80 weight percent monomeric units represented by at least one of the general formulas Al or A2, based on the total weight of the additive.
- composition of any one of embodiments 1 to 32, wherein the water-soluble polymerization reaction product of monomeric units comprises from 1 to 95 weight percent vinyl-group-containing monomeric units different from the monomeric units represented by at least one of the general formulas Al or A2, based on the total weight of the additive.
- water-soluble polymerization reaction product of monomeric units comprises from 5 to 80 weight percent vinyl-group-containing monomeric units different from the monomeric units represented by at least one of the general formulas Al or A2, based on the total weight of the additive.
- composition of any one of embodiments 1 to 34, wherein the water-soluble polymerization reaction product of monomeric units comprises from 20 to 50 weight percent vinyl-group-containing monomeric units different from the monomeric units represented by at least one of the general formulas Al or A2, based on the total weight of the additive.
- composition of any one of embodiments 33 to 35, wherein the vinyl-group- containing monomeric units different from the monomeric units represented by at least one of the general formulas Al or A2 comprise at least one acrylate monomer and/or at least one styrene butadiene monomer.
- composition of embodiment 36, wherein the at least one acrylate comprises at least one of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, ethylhexyl acrylate, or ethylhexyl methacrylate.
- composition of embodiment 36, wherein the at least one acrylate comprises at least one monomeric unit represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons; and R 12 is H, a Ci-Cg alkyl group, or a Ci-Cs alkylene group.
- R 10 is H, CH3, or C2H5
- R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons
- R 12 is H, a Ci
- composition of embodiment 38, wherein R 11 is a poly(alkylene oxide) of number average molecular weight of from 132 to 1100 g/mole.
- composition of any one of embodiments 1 to 32, wherein the water-soluble polymerization reaction product of monomeric units comprises from 1 to 95 weight percent monomeric units represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons; and R 12 is H, a Ci-Cs alkyl group, or a Ci-Cs alkylene group.
- R 10 is H, CH3, or C2H5
- R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from
- composition of any one of embodiments 1 to 32, wherein the water-soluble polymerization reaction product of monomeric units comprises from 5 to 80 weight percent monomeric units represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons; and R 12 is H, a Ci-Cs alkyl group, or a Ci-Cs alkylene group.
- R 10 is H, CH3, or C2H5
- R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from
- composition of any one of embodiments 1 to 32, wherein the water-soluble polymerization reaction product of monomeric units comprises from 20 to 50 weight percent monomeric units represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons; and R 12 is H, a Ci-Cs alkyl group, or a Ci-Cs alkylene group.
- R 10 is H, CH3, or C2H5
- R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from
- composition of embodiment 49, wherein the natural fibers comprise cellulosic fibers.
- a method of making a composition comprising combining, in any order, fibers, a binder, and an additive, wherein: the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid-functionalized monomeric units, based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12; and the additive comprises a water-soluble polymerization reaction product of monomeric units comprising from 5 to 99 weight percent monomeric units represented by at least one of the following general formulas Al or A2, based on the total weight of the additive: wherein, independently for each molecule of the monomeric units represented by at least one of the general formulas Al or A2: R 1 is H, CH3, or C2H5; R 2 is H or a C1-C4 alkyl group; R 3 is a Ci-C& alkyl group or a Ci-Ce alkylene group; R 4 is H or a C1-C4 alky
- a method of making a fibrous substrate comprising forming fibers and a binder into the fibrous substrate, followed by adding an additive to the fibrous substrate, wherein: the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid-functionalized monomeric units, based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12; and the additive comprises a water- soluble polymerization reaction product of monomeric units comprising from 5 to 99 weight percent monomeric units represented by at least one of the following general formulas Al or A2, based on the total weight of the additive:
- R 1 is H, CH3, or C2H5;
- R 2 is H or a C1-C4 alkyl group;
- R 3 is a Ci-Ce alkyl group or a Ci-Ce alkylene group;
- R 4 is H or a C1-C4 alkyl group;
- R 5 is H or a Ci- C4 alkyl group;
- R 6 is H, CH3, or C2H5;
- R 7 is a Ci-Ce alkyl group or a Ci-Ce alkylene group;
- R 8 is H or a C1-C4 alkyl group; and
- R 9 is H or a C1-C4 alkyl group.
- a method of making a fibrous substrate, wherein the fibrous substrate comprises fibers and a binder comprising adding an additive to the fibrous substrate, wherein the additive reduces the amount of binder needed in the fibrous substrate to substantially maintain the physical properties of the fibrous substrate, wherein: the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid-functionalized monomeric units, based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12; and the additive comprises a water-soluble polymerization reaction product of monomeric units comprising from 5 to 99 weight percent monomeric units represented by at least one of the following general formulas Al or A2, based on the total weight of the additive: wherein, independently for each molecule of the monomeric units represented by at least one of the general formulas Al or A2: R 1 is H, CH3, or C2H5; R 2 is H or a C1-C4 alkyl group
- [00751 66 The method of any one of embodiments 54 to 65, wherein the binder is present in the composition in an amount of from 10 to 40 percent by weight, based on the total dry weight of the composition.
- composition comprises from 0.01 to 25 parts of the additive to 100 parts of the binder.
- composition comprises from 0.05 to 10 parts of the additive to 100 parts of the binder.
- composition comprises from 0.1 to 20 parts of the additive to 100 parts of the binder.
- composition comprises from 0.1 to 10 parts of the additive to 100 parts of the binder.
- composition comprises from 0. 1 to 5 parts of the additive to 100 parts of the binder.
- colloidal dispersion of a polymer comprises at least one of acrylic latex, styrene-butadiene resin latex, vinyl chloride copolymer latex, or vinylidene chloride copolymer latex.
- the at least one acrylate comprises at least one of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, ethylhexyl acrylate, or ethylhexyl methacrylate.
- the at least one acrylate comprises at least one monomeric unit represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons; and R 12 is H, a Ci-Cs alkyl group, or a Ci-Cs alkylene group.
- R 10 is H, CH3, or C2H5
- R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons
- R 12 is H, a Ci-Cs alkyl group
- the water-soluble polymerization reaction product of monomeric units comprises from 1 to 95 weight percent monomeric units represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons; and R 12 is H, a Ci-Cs alkyl group, or a Ci-Cs alkylene group.
- R 10 is H, CH3, or C2H5
- R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons
- R 12 is H,
- the water-soluble polymerization reaction product of monomeric units comprises from 5 to 80 weight percent monomeric units represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons; and R 12 is H, a Ci-Cs alkyl group, or a Ci-Cs alkylene group.
- R 10 is H, CH3, or C2H5
- R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 g/mole, wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units, and wherein each alkylene oxide unit independently has from 2 to 4 carbons
- R 12 is H,
- composition of embodiment 107, wherein the at least one additional type of fibers comprises at least one of glass fibers or synthetic fibers.
- the indefinite article “a”/“an” is intended to mean one or more than one.
- the phrase “at least one” means one or more than one of the following terms.
- “a”/“an” and “at least one” may be used interchangeably.
- “at least one of A, B or C” means that just one of A, B or C may be included, and any mixture of two or more of A, B and C may be included, in alternative embodiments.
- the transitional term “comprising,” which is synonymous with “including,” “containing,” or “characterized by,” is inclusive or open-ended and does not exclude additional, un-recited elements or method steps.
- compositions comprising fibers, a binder, and an additive
- the binder comprises a colloidal dispersion of a polymer comprising 0.1 to 25 percent by weight acid-functionalized monomeric units, based on the total weight of the polymer, wherein the colloidal dispersion of a polymer has a pH of from 5 to 12
- additives similar to the additives described herein are disclosed in WO 2020/068889 Al, referred to therein as polyamine additives; various descriptions and/or embodiments of such polyamine additives may apply to embodiments of the additives described herein, as would be apparent to a person of ordinary skill in the art.
- the polyamine additives described in WO 2020/068889 Al were not described as having usefulness in compositions comprising fibers, however, which was newly discovered as described herein.
- R 1 is H or CH3. In certain embodiments, R 1 is H or C2H5. In certain embodiments, R 1 is CH3 or C2H5. In certain embodiments, R 1 is H. In certain embodiments, R 1 is CH3. In certain embodiments, R 1 is C2H5.
- R 2 is H or a C1-C4 (such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C4) alkyl group.
- a C1-C4 such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C4 alkyl group.
- R 3 is a Ci-Ce (such as a C1-C5, a C1-C4, a C1-C3, a C1-C2, a C2-C6, a C2-C5, a C2-C4, a C2-C3, a C3-C6, a C3-C5, a C3-C4, a C4-C6, a C4-C5, a Cs-Ce, a Ci, a C2, a C3, a C4, a C5, or a Ce) alkyl group or a Ci-Ce (such as a C1-C5, a C1-C4, a C1-C3, a C1-C2, a C 2 -C 6 , a C2-C5, a C2-C4, a C2-C3, a C 3 -C 6 , a C3-C5, a C3-C4, a C 4 -C 6 , a C4-C5, a C1-C5, a C1
- R 4 is H or a C1-C4 (such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 ) alkyl group.
- a C1-C4 such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 alkyl group.
- R 5 is H or a C1-C4 (such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 ) alkyl group.
- a C1-C4 such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 alkyl group.
- R 6 is H or CH3. In certain embodiments, R 6 is H or C2H5. In certain embodiments, R 6 is CH3 or C2H5. In certain embodiments, R 6 is H. In certain embodiments, R 6 is CH3. In certain embodiments, R 6 is C2H5.
- R 7 is a Ci-Ce (such as a C1-C5, a C1-C4, a C1-C3, a C1-C2, a C2-C6, a C2-C5, a C2-C4, a C2-C3, a C3-C6, a C3-C5, a C3-C4, a C 4 -Ce, a C4-C5, a C5-C6, a Ci, a C2, a C3, a C4, a C5, or a Ce) alkyl group or a Ci-Ce (such as a C1-C5, a C1-C4, a C1-C3, a C1-C2, a C 2 -C 6 , a C2-C5, a C2-C4, a C2-C3, a C 3 -C 6 , a C 3 -C 5 , a C3-C4, a C 4 -C 6 , a C4-Ce (such as a C1
- R 8 is H or a C1-C4 (such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 ) alkyl group.
- a C1-C4 such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 alkyl group.
- R 9 is H or a C1-C4 (such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 ) alkyl group.
- a C1-C4 such as a C1-C3, a C1-C2, C2-C4, a C2- C3, C3-C4, a Ci, a C2, a C3, or a C 4 alkyl group.
- the binder is present in the composition in an amount of from 5 to 60 (such as from 5 to 55, from 5 to 50, from 5 to 45, from 5 to 40, from 5 to 35, from 5 to 30, from 5 to 25, from 5 to 20, from 5 to 15, from 5 to 10, from 10 to 60, from 10 to 55, from 10 to 50, from 10 to 45, from 10 to 40, from 10 to 35, from 10 to 30, from 10 to 25, from 10 to 20, from 10 to 15, from 15 to 60, from 15 to 55, from 15 to 50, from 15 to 45, from 15 to 40, from 15 to 35, from 15 to 30, from 15 to 25, from 15 to 20, from 20 to 60, from 20 to 55, from 20 to 50, from 20 to 45, from 20 to 40, from 20 to 35, from 20 to 30, from 20 to 25, from 25 to 60, from 25 to 55, from 25 to 50, from 25 to 45, from 25 to 40, from 25 to 35, from 25 to 30, from 30 to 60, from 30 to 55, from 30 to 50, from 30 to 45, from 30 to 60, from 30 to 55,
- dry weight means the weight of a composition not including water and/or solvent (if any).
- the composition comprises from 0.01 to 30 (such as from 0.01 to 25, from 0.01 to 20, from 0.01 to 15, from 0.01 to 10, from 0.01 to 5, from 0.01 to 4, from 0.01 to 3, from 0.01 to 2.5, from 0.01 to 2, from 0.01 to 1.5, from 0.01 to 1, from 0.01 to 0.5, from 0.01 to 0.4, from 0.01 to 0.3, from 0.01 to 0.2, from 0.01 to 0.1, from 0.01 to 0.05, from 0.05 to 30, from 0.05 to 25, from 0.05 to 20, from 0.05 to 15, from 0.05 to 10, from 0.05 to 5, from 0.05 to 4, from 0.05 to 3, from 0.05 to 2.5, from 0.05 to 2, from 0.05 to 1.5, from 0.05 to 1, from 0.05 to 0.5, from 0.05 to 0.4, from 0.05 to 0.3, from 0.05 to 0.2, from 0.05 to 0.1, from 0.1 to 30, from 0.1 to 25, from 0.1 to 20, from 0.01 to 15, from 0.01 to 10, from 0.01 to 5, from 0.05 to 4, from 0.05 to 3, from 0.05 to 2.5, from
- parts of the additive to 100 parts of the binder are considered on a “dry” basis, i.e., not including water and/or solvent (if any).
- colloidal dispersion when used in the context of the colloidal dispersion of a polymer described herein, means that the polymer is dispersed and stable within the continuous phase of the dispersion, as would be understood by a person of ordinary skill in the art.
- the polymer comprises 0.1 to 25 (such as 0.1 to 20, 0.1 to 15, 0.1 to 10, 0.1 to 9, 0.1 to 8, 0.1 to 7, 0.1 to 6, 0.1 to 5, 0.1 to 4, 0.1 to 3, 0.1 to 2, 0.1 to 1, 0.1 to 0.5, 0.5 to 25, 0.5 to 20, 0.5 to 15, 0.5 to 10, 0.5 to 9, 0.5 to 8, 0.5 to 7, 0.5 to 6, 0.5 to 5, 0.5 to 4, 0.5 to 3, 0.5 to 2, 0.5 to 1, 1 to 25, 1 to 20, 1 to 15, 1 to 10, 1 to 9, 1 to 8, 1 to 7, 1 to 6,
- 1 to 5 1 to 4, 1 to 3, 1 to 2, 2 to 25, 2 to 20, 2 to 15, 2 to 10, 2 to 9, 2 to 8, 2 to 7, 2 to 6, 2 to 5,
- the colloidal dispersion of a polymer has a pH of from 5 to 12 (such as from 5.5 to 12, from 6 to 12, from 6.5 to 12, from 7 to 12, from 7.5 to 12, from 8 to 12, from 8.5 to 12, from 5 to 11.5, from 5.5 to 11.5, from 6 to 11 5, from 6.5 to 11.5, from 7 to 11 .5, from 7.5 to 1 1 .5, from 8 to 11 5, from 8.5 to 1 1 .5, from 5 to 11 , from 5.5 to 1 1 , from 6 to 11, from 6.5 to 11, from 7 to 11, from 7.5 to 11, from 8 to 11, from 8.5 to 11, from 5 to 10.5, from 5.5 to 10.5, from 6 to 10.5, from 6.5 to 10.5, from 7 to 10.5, from 7.5 to 10.5, from 8 to
- the colloidal dispersion of a polymer comprises at least one of acrylic latex, styrene-butadiene resin latex, vinyl chloride copolymer latex, or vinylidene chloride copolymer latex.
- the water-soluble polymerization reaction product of monomeric units comprises from 5 to 99 (such as from 10 to 99, from 15 to 99, from 20 to 99, from 30 to 99, from 40 to 99, from 50 to 99, from 60 to 99, from 70 to 99, from 5 to 98, from 10 to 98, from 15 to 98, from 20 to 98, from 30 to 98, from 40 to 98, from 50 to 98, from 60 to 98, from 70 to 98, from 5 to 97, from 10 to 97, from 15 to 97, from 20 to 97, from 30 to 97, from 40 to 97, from 50 to 97, from 60 to 97, from 70 to 97, from 5 to 96, from 10 to 96, from 15 to 96, from 20 to 96, from 30 to 96, from 40 to 96, from 50 to 96, from 60 to 96, from 70 to 97, from 5 to 96, from 10 to 96, from 15 to 96, from 20 to 96, from 30 to 96, from
- the water-soluble polymerization reaction product of monomeric units comprises from 1 to 95 (such as from 2 to 95, from 3 to 95, from 4 to 95, from 5 to 95, from 10 to 95, from 15 to 95, from 20 to 95, from 25 to 95, from 1 to 90, from 2 to 90, from 3 to 90, from 4 to 90, from 5 to 90, from 10 to 90, from 15 to 90, from 20 to 90, from 25 to 90, from 1 to 85, from 2 to 85, from 3 to 85, from 4 to 85, from 5 to 85, from 10 to 85, from 15 to 85, from 20 to 85, from 25 to 85, from 1 to 80, from 2 to 80, from 3 to 80, from 4 to 80, from 5 to 80, from 10 to 80, from 15 to 80, from 20 to 80, from 25 to 80, from 1 to 70, from 2 to 70, from 3 to 70, from 4 to 70, from 5 to 70, from 10 to 70, from 15 to 70, from 20 to 80, from 25 to 80, from 1 to 70, from 2 to 70, from 3 to
- the vinyl-group-containing monomeric units different from the monomeric units represented by at least one of the general formulas Al or A2 comprise at least one acrylate monomer and/or at least one styrene butadiene monomer.
- the at least one acrylate i.e., the at least one acrylate monomer
- the at least one acrylate (i.e., the at least one acrylate monomer) comprises at least one monomeric unit represented by the following general formula B: wherein, independently for each molecule of the monomeric unit: R 10 is H, CH3, or C2H5; R 11 is a poly(alkylene oxide), wherein the poly(alkylene oxide) is comprised of repeating alkylene oxide units; and R 12 is H, a Ci-Cs alkyl group, or a Ci-Cs alkylene group.
- R 10 is H or CH3.
- R 10 is H or C2H5.
- R 10 is CH3 or C2H5.
- R 10 is H.
- R 10 is CH3. In certain embodiments, R 10 is C2H5. In certain embodiments, R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 (such as from 132 to 1200, from 88 to 1 100, or from 132 to 1 100) g/mole. Tn certain embodiments, each alkylene oxide unit independently has from 2 to 4 (such as from 2 to 3, from 3 to 4, 2, 3, or 4) carbon atoms.
- At least 5 (such as at least 10, at least 15, at least 20, at least 25, at least 30, at least 35, at least 40, at least 45, at least 50, at least 55, at least 60, at least 65, at least 70, at least 75, at least 80, at least 85, at least 90, or at least 95) weight percent of the alkylene oxide units of the poly(alkylene oxide) have 2 carbon atoms, based on the total weight of the poly(alkylene oxide).
- from 5 to 100 (such as from 5 to 95, from 5 to 90, from 5 to 85, from 5 to 80, from 5 to 75, from 5 to 70, from 5 to 65, from 5 to 60, from 5 to 55, from 5 to 50, from 5 to 45, from 5 to 40, from 5 to 35, from 5 to 30, from 5 to 25, from 5 to 20, from 5 to 15, from 5 to 10, from 10 to 100, from 10 to 95, from 10 to 90, from 10 to 85, from 10 to 80, from 10 to 75, from 10 to 70, from 10 to 65, from 10 to 60, from 10 to 55, from 10 to 50, from 10 to 45, from 10 to 40, from 10 to 35, from 10 to 30, from 10 to 25, from 10 to 20, from 10 to 15, from 15 to 100, from 15 to 95, from 15 to 90, from 15 to 85, from 15 to 80, from 15 to 75, from 15 to 70, from 15 to 65, from 15 to 60, from 15 to 55, from 15 to 50, from 15 to 45, from 15 to 40, from 15 to 35, from 15 to 10 to 30,
- R 12 is H, a Ci-Cs (such as a C1-C7, a Ci-Ce, a C1-C5, a C1-C4, a Ci-C 3 , a C1-C2, a C 2 -C 8 , a C2-C7, a C 2 -C 6 , a C2-C5, a C2-C4, a C 2 -C 3 , a C 3 -Cs, a C 3 -C 7 , a C 3 - Ce, a C 3 -Cs, a C 3 -C4, a C 4 -Cs, a C4-C7, a C4-C6, a C4-C5, a Cs-C 8 , a C5-C7, a C5-C6, a Ce-Cs, a C6-C7, a C7-C8, a Ci, a C2, a C 3 , a C4, a C5,
- the water-soluble polymerization reaction product of monomeric units comprises from 1 to 95 (such as from 2 to 95, from 3 to 95, from 4 to 95, from 5 to 95, from 10 to 95, from 15 to 95, from 20 to 95, from 25 to 95, from 1 to 90, from 2 to 90, from 3 to 90, from 4 to 90, from 5 to 90, from 10 to 90, from 15 to 90, from 20 to 90, from 25 to 90, from 1 to 85, from 2 to 85, from 3 to 85, from 4 to 85, from 5 to 85, from 10 to 85, from 15 to 85, from 20 to 85, from 25 to 85, from 1 to 80, from 2 to 80, from 3 to 80, from 4 to 80, from 5 to 80, from 10 to 80, from 15 to 80, from 20 to 80, from 25 to 80, from 1 to 70, from 2 to 70, from 3 to 70, from 4 to 70, from 5 to 70, from 10 to 70, from 15 to 70, from 20 to 80, from 25 to 80, from 1 to 70, from 2 to 70, from 3 to
- R 10 is H or CH3. In certain embodiments, R 10 is H or C2H5. In certain embodiments, R 10 is CH3 or C2H5. In certain embodiments, R 10 is H. In certain embodiments, R 10 is CH3. In certain embodiments, R 10 is C2H5. In certain embodiments, R 11 is a poly(alkylene oxide) of number average molecular weight of from 88 to 1200 (such as from 132 to 1200, from 88 to 1100, or from 132 to 1100) g/mole. In certain embodiments, each alkylene oxide unit independently has from 2 to 4 (such as from 2 to 3, from 3 to 4, 2, 3, or 4) carbon atoms.
- At least 5 (such as at least 10, at least 15, at least 20, at least 25, at least 30, at least 35, at least 40, at least 45, at least 50, at least 55, at least 60, at least 65, at least 70, at least 75, at least 80, at least 85, at least 90, or at least 95) weight percent of the alkylene oxide units of the poly(alkylene oxide) have 2 carbon atoms, based on the total weight of the poly(alkylene oxide).
- from 5 to 100 (such as from 5 to 95, from 5 to 90, from 5 to 85, from 5 to 80, from 5 to 75, from 5 to 70, from 5 to 65, from 5 to 60, from 5 to 55, from 5 to 50, from 5 to 45, from 5 to 40, from 5 to 35, from 5 to 30, from 5 to 25, from 5 to 20, from 5 to 15, from 5 to 10, from 10 to 100, from 10 to 95, from 10 to 90, from 10 to 85, from 10 to 80, from 10 to 75, from 10 to 70, from 10 to 65, from 10 to 60, from 10 to 55, from 10 to 50, from 10 to 45, from 10 to 40, from 10 to 35, from 10 to 30, from 10 to 25, from 10 to 20, from 10 to 15, from 15 to 100, from 15 to 95, from 15 to 90, from 15 to 85, from 15 to 80, from 15 to 75, from 15 to 70, from 15 to 65, from 15 to 60, from 15 to 55, from 15 to 50, from 15 to 45, from 15 to 40, from 15 to 35, from 15 to 10 to 30,
- R 12 is H, a Ci-Cs (such as a C1-C7, a Ci-Ce, a C1-C5, a C1-C4, a Ci-C 3 , a C1-C2, a C 2 -C 8 , a C2-C7, a C 2 -C 6 , a C 2 -C 5 , a C2-C4, a C 2 -C 3 , a C 3 -C 8 , a C 3 -C 7 , a C 3 - Ce, a C -C5, a C3-C4, a C4-C 8 , a C4-C7, a C4-C6, a C4-C5, a Cs-C 8 , a C5-C7, a C5-C6, a Ce-C 8 , a C6-C7, a C 7 -C 8 , a Ci, a C2, a C 3 , a Ci-Cs
- the fibers comprise at least one of natural fibers, glass fibers, or synthetic fibers. In certain embodiments, the fibers comprise natural fibers. In certain embodiments, the natural fibers comprise cellulosic fibers. In certain embodiments, the fibers further comprise at least one additional type of fibers other than the natural fibers. In certain embodiments, the at least one additional type of fibers comprises at least one of glass fibers or synthetic fibers. There are many types of fibers known to be used for the applications described herein, and it is anticipated that the subject matter disclosed herein should have wide applicability to various types of fibers which may be used in the compositions described herein. [0145] Also provided are fibrous substrates comprising the compositions described herein.
- compositions described above are also contemplated, and should be considered to be disclosed herein as would be understood by a person of skill in the art, based on the descriptions of the methods provided below.
- compositions described above comprising combining, in any order, fibers, a binder, and an additive, features of which are described in detail above.
- a method of making a fibrous substrate comprising forming fibers and a binder into the fibrous substrate, followed by adding an additive to the fibrous substrate.
- the fibers, binder, and additive used to make the fibrous substrate, as well as the composition form by combining them, are described in detail above.
- the fibers and binder may be combined together, followed by adding the additive at any point during manufacture of the composition.
- the fibers and binder may be combined in a slurry and used to lay down a fibrous web including the fibers and the binder, followed by addition of the additive prior to diying/curing of the fibrous web; the additive may be added at any point during further processing of the fibrous web, so long as it is added prior to the binder drying/curing within the fibrous web.
- the fibers may be formed into a slurry and laid down in a fibrous web, followed by addition of the binder and additive.
- the binder and additive could be added to the fibrous web separately or together.
- the fibers, binder, and additive may be combined together to form a slurry which is then used to lay down a fibrous web.
- Fibrous webs, nonwoven fibrous materials, and/or papers are made according to various methods, as is known to those of skill in the art, and as such it would be apparent to a person of skill in the art after reading this disclosure at which point during a particular manufacturing process it may be most expeditious to add the additive, and any testing needed in order to make such a determination would be relatively simple to accomplish according to known procedures.
- a method of improving at least one physical property of a fibrous substrate wherein the fibrous substrate comprises fibers and a binder, wherein the method comprises adding an additive to the fibrous substrate.
- the fibers, binder, and additive used to make the fibrous substrate, as well as the composition form by combining them, are described in detail above.
- a method of making a fibrous substrate wherein the fibrous substrate comprises fibers and a binder, the method comprising adding an additive to the fibrous substrate, wherein the additive reduces the amount of binder needed in the fibrous substrate to substantially maintain the physical properties of the fibrous substrate.
- the fibers, binder, and additive used to make the fibrous substrate, as well as the composition formed by combining them, are described in detail above.
- substantially maintain the physical properties of the fibrous substrate what is meant that the physical properties of the fibrous substrate are such that the fibrous substrate would still meet the requirements of a particular use to which the fibrous substrate may be put.
- certain fibrous compositions may suffer from binder migration, which may negatively impact physical properties of the fibrous compositions. It has been found that the additive(s) described herein may reduce or prevent binder migration in at least some fibrous compositions, and thus allow for reduced binder requirements and/or increased physical properties in the fibrous compositions. It is uncertain which physical properties of fibrous compositions may impact binder migration in the fibrous compositions, as it is not observed in all sheet-like fibrous compositions. However, despite these uncertainties, it is possible to directly observe whether binder migration occurs in certain sheet-like fibrous compositions; such methods are known to the industry.
- the following procedure may be used to visually observe binder migration in some sheet-like fibrous compositions (referred to in the remainder of this paragraph as “fabric” for ease of understanding): (1) prepare a dye bath that is 1% DuPont Fiber ID Stain #4 and 99% water, with sufficient volume such that there is greater than 20 parts solution to 1 part of fabric to be tested; (2) bring the dye bath to a boil; (3) place the fabric into the boiling dye bath and leave for 5-10 minutes; (4) remove the fabric from the dye bath, rinse thoroughly with water, and dry; (5) evaluate with high- powered microscopy - binder migration is indicated by differential staining through the thickness of the fabric.
- fabric for ease of understanding
- this method may not work on certain fabrics, such as fabrics with a certain fiber composition which attracts the dye and/or fabrics that are too thin to visually observe binder migration through the thickness of the fabric. It is believed that it would be readily apparent to a person of ordinary skill in the art whether this method can successfully identify binder migration in a particular fabric after this procedure is conducted on the fabric.
- Example 1 A polymeric latex was prepared through an emulsion polymerization process run in a 5 liter, 4-neck, spherical reactor fitted with half-moon blade agitator, temperature probe, condenser, and feed ports. The monomer was contained separately in a premixed emulsion vessel and gradually metered to the reactor over 2 hours to reach a steady and controlled reaction rate. Reaction was carried out as a semi-batch in-situ seeded process, where 5 weight % of the pre-emulsified monomer mixture was batch-polymerized to provide a consistent latex particle size. Seed formation temperature was 80 °C, and polymerization temperature was 83.5 °C, at atmospheric pressure.
- the polymerization was performed in a hood with the reactor submerged in a water bath with controlled temperature. A slight nitrogen purge was applied throughout the reaction.
- the pre-emulsion content was prepared by mixing 475 grams water (as used in the Examples, the term “water” refers to demineralized water), 30.88 grams of a 45% aqueous solution of Calfax® DB45 surfactant from Pilot Chemical, and subsequently adding the monomers under agitation: 883 grams styrene, 931 grams n-butyl acrylate, 57 grams of 50% aqueous solution of acrylamide, and 57 grams of methacrylic acid.
- the reactor content was prepared by mixing 1045 grams of water with 4.75 grams of a 45% aqueous solution of Calfax® DB45.
- the reactor content was heated to 80 °C, and the in-situ seed, consisting of 5 weight % of the pre-emulsion (130 88 grams) was quickly added to the reactor. After the temperature stabilized, a solution consisting of 1 .9 grams sodium persulfate and 38 grams water was added to the reaction mass.
- the seed formation reaction was allowed to occur for 15 minutes, then the temperature was set to 83.5 °C, and the pre-emulsion feed into the reactor was started and continued for 120 minutes at a constant rate.
- Example 2 An additive was prepared through a free radical solution copolymerization process, as follows.
- the monomer composition was 70 DMAPMA:30 MPEG350 MA.
- An aqueous polymer was prepared as follows.
- a monomer premix was made by mixing 120 grams of water, 84 grams of dimethylaminopropyl methacrylamide (DMAPMA), and 36 grams of polyethylene glycol methacrylate (MPEG 350MA).
- Initiator A was made by mixing 1.37 grams of 70% t-butyl hydrogen peroxide (TBHP) in 4.8 grams of water.
- Reductant A was prepared by dissolving 0.96 grams of erythorbic acid in 24 grams of water.
- a one-liter reactor was charged with 336 grams of water, 1.68 grams of 0.15% Iron(II) sulfate heptahydrate, and 0.48 grams of 1% tetrasodium ethylenediaminetetraacetic acid (Na4- ETDA), and then was heated to 60 °C under a nitrogen blanket with proper agitation. At 60 °C, Initiator A was added to the reactor. After about 2 minutes, the monomer premix was proportioned to the reaction vessel over a period of 120 minutes, and reductant A was proportioned to the reactor over a period of 150 minutes. After completion of reductant A feed, the temperature of the reaction vessel was maintained at 60 °C for 60 minutes. The reactor was then cooled to 50 °C.
- a solution of 0.43 grams of 70% TBHP and 0.04 grams of 30% sodium lauryl sulfate (SLS) in 6 grams of water was added to the reactor. After 5 minutes, a solution of 0.25 grams of erythorbic acid in 6 grams of water was added to the reactor. The reactor was maintained at 50 °C. After 30 minutes, a solution of 0.43 grams of 70% TBHP and 0 04 grams of 30% sodium lauryl sulfate (SLS) in 6 grams of water was added to the reactor. After 5 minutes, a solution of 0.25 grams of erythorbic acid in 6 grams of water was added to the reactor. The reactor was maintained at 50 °C for about 30 minutes. Then, the reactor was cooled to the room temperature.
- SLS sodium lauryl sulfate
- Example 3 A blend was prepared by first adjusting the Example 1 polymer latex with a 28% aqueous solution of ammonia to a pH > 9, and then mixing the resulting latex with the Example 2 additive in a weight ratio of 99.5 to 0.5.
- Example 4 A blend was prepared by first adjusting the Example 1 polymer latex with a 28% aqueous solution of ammonia to a pH > 9, and then mixing the resulting latex with the Example 2 additive in a weight ratio of 99 to 1.
- Example 5 A blend was prepared by first adjusting the Example 1 polymer latex with a 95% aqueous solution of 2-amino-2-methyl-l -propanol (AMP-95) to a pH > 9, and then mixing the resulting latex with the Example 2 additive in a weight ratio of 99.5 to 0.5.
- AMP-95 2-amino-2-methyl-l -propanol
- Example 6 A blend was prepared by first neutralizing the Example 1 polymer latex with dimethylethanolamine (DMEA) to a pH > 9, and then mixing the resulting latex with the Example 2 additive in a weight ratio of 99.5 to 0.5.
- DMEA dimethylethanolamine
- Example 7 A blend was prepared by first neutralizing the Example 1 polymer latex with a 20% aqueous solution of sodium hydroxide to a pH > 9, and then mixing the resulting latex with the Example 2 additive in a weight ratio of 99.5 to 0.5.
- Example 8 A polymeric latex was prepared and characterized the same way as described in Example 1, where the 57 grams of 50% aqueous solution of acrylamide were replaced by 57 grams of 50% aqueous solution of N-methylolacrylamide.
- Example 9 A blend is prepared by first neutralizing the Example 8 polymer latex with a 28% aqueous solution of ammonia to a pH > 9, and then mixing the resulting latex with the Example 2 additive in a weight ratio of 99.5 to 0.5.
- Example 10 An additive was prepared through a free radical solution copolymerization process, as follows.
- the monomer composition was 94 DMAPMA:6 MMA.
- An aqueous polymer was prepared as follows. A monomer premix was made by mixing 400 grams of water, 376 grams of dimethylaminopropyl methacrylamide (DMAPMA) and 24 grams of methyl methacrylate (MMA).
- Initiator A was made by mixing 4.57 grams of 70% t-butyl hydrogen peroxide (TBHP) in 16 grams of water.
- Reductant A was prepared by dissolving 3.2 grams of erythorbic acid in 80 grams of water.
- a three-liter reactor was charged with 720 grams of water, 5.6 grams of 0.15% Iron(II) sulfate heptahydrate, and 1.6 grams of 1% tetrasodium ethylenediaminetetraacetic acid (Na4-ETDA), and then was heated to 60 °C under a nitrogen blanket with proper agitation. At 60 °C, Initiator A was added to the reactor. After about 2 minutes, the monomer premix was proportioned to the reaction vessel over a period of 120 minutes, and reductant A was proportioned to the reactor over a period of 150 minutes. After completion of reductant A feed, the temperature of the reaction vessel was maintained at 60 °C for 60 minutes. The reactor was then cooled to 50 °C.
- Example 11 A blend is prepared by first neutralizing the Example 1 polymer latex with a 28% aqueous solution of ammonia to a pH > 9, and then mixing the resulting latex with the Example 10 additive in a weight ratio of 99.5 to 0.5.
- Paper properties were evaluated using a Whatman® 3MM CHR chromatography paper substrate, a Whatman® GF/A borosilicate glass substrate, or a spunbond polyester substrate.
- Whatman® 3 MM CHR is a 100% pure cellulose sheet with no binder.
- Whatman® GF/A is a 100% borosilicate glass sheet with no binder.
- the substrate was saturated using a dip and squeeze method where the substrate was placed in a pan containing the diluted saturant. The substrate was removed from the bath and fed through nip rollers to squeeze off any excess material.
- the sheets were dried on a steam can for one minute at 99 °C.
- the dry polymer content was controlled at 20% based on the weight of the substrate.
- the paper was conditioned at 21 °C and 50% relative humidity prior to testing. Paper properties were tested on the as- dried paper and after aging for five-minutes at 149 °C. Glass sheet samples were tested after aging for 2 minutes at 191 °C. Tensile properties were tested according to the Technical Association of the Pulp and Paper Industry (TAPP I) Standard T494 - Tensile properties of paper and paperboard. One-inch wide samples were cut in the cross-machine direction and pulled at twelve inches per minute using a two-inch gauge length. Wet tensile was evaluated after soaking the samples for two minutes in a 1% Triton® X-100 solution. An average of four samples was recorded for each polymer.
- TAPP I Technical Association of the Pulp and Paper Industry
- Bursting strength was measured using a Mullen Burst tester. The dry and wet bursting strength were tested according to according to the TAPPI Standard T403 - Bursting Strength of Paper. Wet burst was evaluated after soaking the samples for two minutes in a 1% Triton® X-100 solution. An average of eight samples were used with four wire side up and four felt side up.
- Stiffness was tested according to TAPPI Standard T543 - Bending resistance of paper (Gurley -type tester). Samples were tested dry and after soaking for two minutes in a 1% Triton® X-100 solution. Samples were tested in the cross-machine direction. Two inch by 2.5 inch samples were tested with the 25 grams weight at the 2 inch from pivot position. An average of eight samples was used for each polymer.
- Table IB [0176] Whatman® 3 MM CHR chromatography paper substrates were used to evaluate the example materials described above, using the binder content (weight percent based on total weight of the composition), cure temperature (°F), and time (minutes) as shown in Table 2A, with results of certain evaluations (described above) shown in Table 2B. Table 2A
- Spunbond polyester substrates were used to evaluate the example materials described above, using the binder content (weight percent based on total weight of the composition), cure temperature (°F), and time (minutes), with results of certain evaluations (described above), as shown in Table 4.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
L'invention concerne des compositions comprenant des fibres, un liant et un additif, : le liant comprenant une dispersion colloïdale d'un polymère comprenant de 0,1 à 25 % en poids d'unités monomères fonctionnalisées à l'acide, par rapport au poids total du polymère, le pH de la dispersion colloïdale d'un polymère étant compris entre 5 et 12 ; et l'additif comprenant un produit de réaction de polymérisation soluble dans l'eau d'unités monomères comprenant de 5 à 99 % en poids d'unités monomères représentées par au moins l'une des formules générales A1 ou A2 telles que décrites dans la présente demande. L'invention concerne également des procédés et/ou des utilisations associés.
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US202263400453P | 2022-08-24 | 2022-08-24 | |
US63/400,453 | 2022-08-24 |
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WO2024044231A1 true WO2024044231A1 (fr) | 2024-02-29 |
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PCT/US2023/030895 WO2024044231A1 (fr) | 2022-08-24 | 2023-08-23 | Additifs pour liants et/ou compositions fibreuses |
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002004133A2 (fr) * | 2000-07-10 | 2002-01-17 | Hercules Incorporated | Compositions destinees a conferer des proprietes voulues a des materiaux |
WO2020068889A1 (fr) | 2018-09-26 | 2020-04-02 | Lubrizol Advanced Materials, Inc. | Additif polyamine |
-
2023
- 2023-08-23 WO PCT/US2023/030895 patent/WO2024044231A1/fr unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002004133A2 (fr) * | 2000-07-10 | 2002-01-17 | Hercules Incorporated | Compositions destinees a conferer des proprietes voulues a des materiaux |
WO2020068889A1 (fr) | 2018-09-26 | 2020-04-02 | Lubrizol Advanced Materials, Inc. | Additif polyamine |
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